Preface ...................................................... Xiii
Introduction ................................................... xv
Short Note on InChls and InChIKeys ............................ xvi
Organic Syntheses Procedures Featuring the Synthesis of
Organosulfur Compounds and Preparative Applications thereof,
Volumes 65-85 ................................................... 1
Allyl Triflone ................................................. 15
Aminoiminomethanesulfonic Acid ................................. 16
p-Anisolesulfonyl Chloride ..................................... 18
Anthracenesulfonamide .......................................... 19
1-Benzenesulfinyl Piperidine ................................... 21
Benzenesulfonic Acid, 2-Nitro-,(1-Methylethylidene)
hydrazide ...................................................... 23
Benzenesulfonic Anhydride ...................................... 25
Benzenesulfonyl Bromide ........................................ 26
Benzimidazolium Triflate ....................................... 27
(1R,5R)-2H-l,5-Benzodithiepin-3(4H)-one 1,5-Dioxide ............ 29
3H-l,2-Benzodithiol-3-one 1,1-Dioxide .......................... 31
Benzothianthrene Oxide ......................................... 34
Benzothiazole-2-sulfonyl Chloride .............................. 36
4-Benzyloxazolidine-2-thione ................................... 37
3-(2-Benzyloxyacetyl)thiazolidine-2-thione ..................... 40
Benzyltriethylammonium Tetrathiomolybdate ...................... 42
N-Benzyl Triflamide ............................................ 46
4,4'-Bis(2-amino-6-methylpyrimidyl) Disulfide .................. 48
Bis(2,2'-bipyridyl)silver(II) Peroxydisulfate .................. 49
N,N'-Bis(tert-butoxycarbonyl)-N''-
trifluoromethanesulfonylguanidine .............................. 50
[N,N'-[1,2-Bis(3,5-dimethylphenyl)-1,2-ethanediyl]bis
(1,1,1 -trifluoromethanesulfonamidato)]methylaluminum .......... 51
2,4-Bis(4-methoxyphenyl)-1,3,2,4-dithiadiphosphetane
2,4-Disulfide .................................................. 52
2,3-Bis[(4-methylphenyl)thio]-1,3,2,4-dithiadiphosphetane
2,4-Disulfide .................................................. 68
2,4-Bis(methylthio)-1,3,2,4-dithiadiphosphetane
2,4-Disulfide .................................................. 69
N-[Bis(methylthio)methylene]-p-toluenesulfonamide .............. 71
Bis[N-(p-toluenesulfonyl)]selenodiimide ........................ 80
l-[Bis(trifluoromethanesulfonyl)methyl]-2,3,4,5,6-
pentafluorobenzene ............................................. 81
Bis(4-trimethylsilylphenyl) Disulfide and
Bis(4-trimethylsilylphenyl) Diselenide ......................... 85
Boron Trifluoride-Dimethyl Sulfide ............................. 86
4-Bromobenzenesulfonyl Azide ................................... 89
4-Bromobenzenesulfonyl Chloride ................................ 90
(4R,5R)-2-Вrоmо-1,3-bis-(4-methylphenylsulfonyl)-4,5-
diphenyl-1,3,2-diazaborolidine and (4S,5S)-2-Bromo-1,3-bis-
(4-methylphenylsulfonyl)-4,5-diphenyl-1,3,2-diazaborolidine .... 91
Bromodifluorophenylsulfanylmethane ............................. 98
Bromomethanesulfonyl Phenyl Tetrazole (Chloro) ................ 100
2-(2-Butenylthio)benzothiazole ................................ 102
tert-Butyl N-Lithio-N-(p-toluenesulfonyloxy)carbamate ......... 103
2-[N-(tert-Butyloxycarbonyl)aminophenyl]ethanethiol ........... 104
tert-Butylsulfonyl Chloride ................................... 107
tert-Butyltetrazolylthiol ..................................... 109
10-Camphorsulfonyl Chloride ................................... 111
Carbomethoxysulfenyl Chloride ................................. 118
Carbon Disulfide .............................................. 124
Cerium(IV) Ammonium Sulfate ................................... 128
Cesium Fluoroxysulfate ........................................ 130
N-Chloro-N-cyclohexylbenzenesulfonamide ....................... 131
Chloromethyl p-Tolyl Sulfide .................................. 132
Chloromethy1 p-Tolyl Sulfone .................................. 134
4-Chlorophenyl Chlorothionoformate ............................ 136
4-(4-Chlorophenyl)-3-hydroxy-2(3H)thiazolethione .............. 137
N-Chlorosuccinimide-Dimethyl Sulfide .......................... 140
Chloro(thexyl)borane-Dimethyl Sulfide ......................... 144
Copper(II) Sulfate ............................................ 145
Copper, (2-Thiophenecarboxylato-kO2,kS1) ...................... 152
Copper(II) Toluenesulfonate ................................... 157
Copper(I) Trifluoromethanesulfonate ........................... 158
Copper(II) Trifluoromethanesulfonate .......................... 181
Dibromoborane-Dimethyl Sulfide ................................ 189
Dibutyl(trifluoromethanesulfoxy)stannane ...................... 197
Dicarbonyl(cyclopentadienyl)[(dimethylsulfonium)methyl]iron
Tetrafluoroborate ............................................. 198
Dichloroborane-Dimethyl Sulfide ............................... 200
2-2-Difluorovinyl p-Toluenesulfonate .......................... 205
2,5-Dihydro-2,2-dimethyl-5,5-bis(propy)thio)-1,3,4-
oxadiazole .................................................... 206
2,3-Dihydro-2-phenylimidazo[2,1-b]benzothiazole ............... 207
Diisopropyl Methylsulfanyldifluoromethylphosphonate ........... 209
4-(Dimethylamino)pyridinium Chlorosulfite Chloride ............ 211
Dimethyl Bis(methylthio)methylphosphonate ..................... 212
6,6-Dimethyl-l,4-diseleno-3,7-tetrasulfide .................... 213
N,N-Dimethyldithiocarbamoylacetonitrile ....................... 214
N-(1,1 -Dimethylethyl)benzenesulfenamide ...................... 215
N,N-Dimethyl-0-(methylsulfonyl)hydroxylamine .................. 217
Dimethyl(methylthio)sulfonium Tetrafluoroborate ............... 219
Dimethyl(methylthio)sulfonium Trifluoromethane
sulfonate ..................................................... 225
cis-3-[N-(3,5-Dimethylphenyl)benzenesulfonamido]borneol ....... 230
Dimethylsuccinimidosulfonium Tetrafluoroborate ................ 231
Dimethyl Sulfoxide-Iodine ..................................... 233
Dimethyl Sulfoxide-Methanesulfonic Anhydride .................. 234
Dimethyl Sulfoxide-Phosphorus Pentoxide ....................... 234
Dimethyl Sulfoxide-Silver Tetrafluoroborate ................... 235
Dimethyl Sulfoxide-Sulfur Trioxide/Pyridine ................... 237
S,S-Dimethyl-N-(p-toluenesulfonyl)sulfilimine ................. 238
S,S-Dimethyl-N-(p-toluenesulfonyl)sulfoximine ................. 239
2,4-Dinitrobenzenesulfonyl Chloride ........................... 240
3,5-Dinitrobenzenesulfonyl Chloride ........................... 242
2,4-Dinitrobenzenesulfonylhydrazide ........................... 243
2-(1,3-Dioxan-2-yl)ethylsulfonyl Chloride ..................... 244
1,1-Dioxobenzo[b]-thiophene-2-yl Methyloxycarbonyl
Chloride ...................................................... 246
Diphenylbis(1,1,1,3,3,3-hexafluoro-2-phenyl-2-propoxy)
sulfurane ..................................................... 246
(R,R)-1,2-Diphenyl-1,2-diaminoethane N,N'-Bis[3,5-
bis(trifluoromethyl)benzenesulfonamide] ....................... 248
N-Diphenylmethylene)benzenesulfonamide and
N-(Diphenylmethylene)-4-methylbenzenesulfonamide .............. 250
Diphenyl Sulfoxide ............................................ 253
2,2'-Dipyridyl Disulfide-N,N'-dioxide ......................... 258
1,2,4-Dithiazolidine-3,5-dione ................................ 262
1,3-Dithienium Tetrafluoroborate .............................. 266
trans-l,3-Dithiolane 1,3-Dioxide .............................. 267
1,4-Dithiothreitol ............................................ 268
tert-Dodecanethiol ............................................ 269
p-Dodecylbenzenesulfonyl Azide ................................ 272
Ethyl (Dimethylsulfuranylidene)acetate ........................ 275
S-Ethyl Ethanethiosulfinate ................................... 279
4-Ethylhexahydro-4-methyl-(4S,9aS)pyrrolo[l,2-d][l,4]
thiazepin-5(4H)-one ........................................... 282
5-Ethylthio-lH-tetrazole ...................................... 283
2-Fluoro-3,3-dimethyl-2,3-dihydro-l,2-benzisothiazole
1,1-Dioxide ................................................... 287
N-Fluoro-N-(phenylsulfonyl)benzenesulfonamide ................. 288
Fluorosulfuric Acid ........................................... 291
Fluorosulfuric Acid-Antimony(V) Fluoride ...................... 294
Glyoxylyl Chloride p-Toluenesulfonylhydrazone ................. 299
2-Hydroxyethyl Phenyl Sulfone ................................. 305
[Hydroxy(tosyloxy)iodo]benzene ................................ 307
Isopropyldiphenylsulfonium Tetrafluoroborate .................. 317
(S)-4-Isopropylthiazolidine-2-thione .......................... 318
(1R,2S)-1-Lithio-1-phenylsulfonyl-2-[(tert-
butyldiphenyl)silyl]oxymethyloxirane .......................... 321
2-Lithio-N-phenylsulfonylindole ............................... 323
Lithium Butyl(phenylthio)cuprate .............................. 325
Lithium Cyclopropyl(phenylthio)cuprate ........................ 326
Lithium (3,3-Diethoxy-l-propen-2-yl)(phenylthio)cuprate ....... 327
Lithium 2-Lithiobenzenethiolate ............................... 329
Lithium 1-Methyl-2-(2-methyl-1-(E)-propenyl)-
cyclopropyl(phenylthio)cuprate ................................ 330
Lithium Phenylthio(trimethylstannyl)cuprate ................... 333
Lithium Phenylthio(2-vinylcyclopropyl)cuprate ................. 334
(-)-(lR,2S,5R)-Menthyl (S)-p-Toluenesulfinate ................. 337
6-Mercapto-4-dibenzofuranol ................................... 340
1-(Mesitylene-2-sulfonyl)-3-nitro-l,2,4-triazole (MSNT) ....... 342
Mesitylsulfonyl-1H-1,2,4-triazole ............................. 345
(R,R)-1,2-(Methanesulfonamido)-cyclohexane .................... 346
Methanesulfonic Anhydride ..................................... 349
Methanesulfonyl Chloride-Dimethylaminopyridine ................ 350
Methoxycarbonylmethanesulfonyl Chloride ....................... 351
Methoxycarbonylsulfamoyl Chloride ............................. 351
4-Methoxycarbonylthiolan-3-one ................................ 352
2-(2-Methoxyethoxy)-ethyl 2-(Chlorosulfonyl)-benzoate ......... 354
Methoxyphenyl Benzenethiosulfinate ............................ 357
1-(4-Methoxyphenyl)-2-(4'-methylbenzylthio)ethylamine ......... 358
7-Methoxy-3-(phenylsulfonyl)-1(3H)-isobenzofuranone ........... 361
Methoxy(phenylthio)methane .................................... 362
Methoxy(phenylthio)trimethylsilylmethane ...................... 364
2-Methylallyl Phenyl Sulfone .................................. 366
2-Methylbenzothiazole ......................................... 369
Methylbis(methylthio)sulfonium Hexachloroantimonate ........... 371
Methyl α-Chloro-α-phenylthioacetate ........................... 373
Methyl Diethylamidosulfite .................................... 374
Methyl Methanethiosulfonate ................................... 374
4-Methyl-N-phenylbenzene Sulfonimidoyl Chloride ............... 377
1-Methyl-2(1H)-pyridinethione ................................. 380
Methylsulfenyl Trifluoromethanesulfonate ...................... 380
(+)-(S)-N-Methylsulfonylphenylalanyl Chloride ................. 381
2-Methylsulfonyl-3-phenyl-1-prop-2-enyl Chloroformate ......... 382
Methyl Thioglycolate .......................................... 384
Methylthiomaleic Anhydride .................................... 385
1-(Methylthiomethyl)benzotriazole ............................. 386
Methylthiomethyl p-Tolyl Sulfone .............................. 387
(E)-3-Methylthio-2-propenyl p-Tolyl Sulfone ................... 390
2-(Methylthio)tetrahydrofuran ................................. 391
5-Methylthio-1H-tetrazole ..................................... 391
Methyl N-(p-Toluenesulfonyl)carbamate ......................... 392
α-Methyltoluene-2,α-sultam .................................... 395
Methyl p-Toluenethiosulfonate ................................. 397
N-Methyltrifluoromethanesulfonamide ........................... 398
Methyltrifluoromethanesulfonate ............................... 399
(-)-2-exo-Morpholinoisobornane-10-thiol ....................... 408
o-Nitrobenzenesulfonyl Azide .................................. 411
o-Nitrobenzenesulfonyl Chloride ............................... 412
o-Nitrobenzenesulfonylhydrazide ............................... 415
p-Nitrobenzenesulfony 1-4-nitroimidazole ...................... 417
N-Nitrobenzenesulfonyloxyurethane ............................. 418
5-Nitro-3H-1,2-benzoxathiole S,S-Dioxide ...................... 419
Nitrosylsulfuric Acid ......................................... 420
1,1,1,2,2,3,3,4,4-Nonafluoro-6-(methanesurfinyl)hexane ........ 422
Oxodimethoxyphosphoranesulfenyl Chloride ...................... 425
Pentafluorosulfanyl Chloride .................................. 427
1H,1H,2H,2H-Perfluorodecanethiol .............................. 428
Peroxydisulfuryl Difluoride ................................... 430
Phenyl Chlorothionocarbonate .................................. 432
1-Phenyl-2-(phenylsulfanyl)ethyl Acetate ...................... 434
4-Phenylsulfonyl-2-butanone Ethylene Acetal ................... 436
N-(Phenylsulfonyl)(3,3-dichlorocamphoryl)oxaziridine .......... 437
(2-Phenylsulfonyl)ethoxy Dichlorophosphine .................... 439
α-Phenylsulfonylethyllithium .................................. 440
(2-Phenylsulfonylethyl)trimethylsilane ........................ 444
Phenylsulfonylfluoromethylphosphonate ......................... 445
(1S,6S)-2-(Phenylsulfonyl)-7-oxabicyclo[4.1.0]hept-2-ene ...... 446
(E,E)-N-Phenylsulfonyl-4-phenyl-1-aza-1,3-butadiene ........... 449
3-(Phenylsulfonyl)propanal Ethylene Acetal .................... 451
1-Phenylsulfonyl-lH-tetrazole ................................. 452
(E)-1-Phenylsulfonyl-2-trimethylsilylethylene ................. 453
1-Phenyl-2-tetrazoline-5-thione ............................... 454
2-Phenylthioethanol ........................................... 456
(Phenylthio)nitromethane ...................................... 457
N-Phenylthiophthalimide ....................................... 459
1-Phenylthiovinyl Triphenylphosphonium Iodide ................. 460
Se-Phenyl p-Tolueneselenosulfonate ............................ 461
N-Phenyltrifluoromethanesulfonimide ........................... 465
Phthalimidosulfenyl Chloride .................................. 469
Potassium tert-Butoxide-Dimethyl Sulfoxide .................... 471
Potassium Hydroxide-Dimethyl Sulfoxide ........................ 474
Potassium Monoperoxysulfate ................................... 475
Potassium o-Nitrobenzeneperoxysulfonate ....................... 487
Potassium Nitrosodisulfonate .................................. 489
1,3-Propanedithiol Bis(p-toluenesulfonate) .................... 491
N-Propenoyl Camphor-10,2-sultam ............................... 493
3-Propionylthiazolidine-2-thione .............................. 495
2-Pyridinesulfonyl Chloride ................................... 496
Ar-(2-Pyridyl)bis(trifluoromethanesulfonimide) ................ 498
Sodium Dodecyl Sulfate ........................................ 501
N-Sulfinyl-p-toluenesulfonamide ............................... 503
9-(2-Sulfo)fluorenylmethoxycarbonyl Chloride .................. 505
Sulfonic Acid, Polymer-supported .............................. 506
o-Sulfoperbenzoic Acid ........................................ 515
Sulfur Trioxide ............................................... 516
N,N,N',N'-Tetrabromobenzene-1,3-disulfonamide (TBBDS) ......... 521
Tetrachlorothiophene Dioxide .................................. 523
2,2,4,4-Tetramethylcyclobutan-1-one-3-thione .................. 527
1,1'-(Thiocarbonyl)bis(1H-benzotriazole) ...................... 533
2-Thiono-1,3-dioxol-4-ene ..................................... 535
Thiophenol-Azobisisobutyronitrile ............................. 535
Thiophenol, Polymer-supported ................................. 536
Thiophosphoryl Chloride ....................................... 537
2-Thiopyridyl Chloroformate ................................... 538
Thiourea Dioxide .............................................. 540
p-Toluenesulfinic Acid ........................................ 541
p-Toluenesulfonyl Bromide ..................................... 542
p-Toluenesulfonyl Chloride and Related Reagents, Polymer-
supported ..................................................... 545
O-p-Toluenesulfonylhydroxylamine .............................. 548
[N-(p-Toluenesulfonyl)imino]phenyliodinane .................... 550
p-Toluenesulfonylmethylene Triphenylphosphorane ............... 553
(R)-(+)-p-Tolylsulfinylacetic Acid ............................ 555
(R)-(+)-α-(p-Tolylsulfinyl)-N,N-dimethylacetamide ............. 556
(R)-(+)-3-(p-Tolylsulfinyl)propionic Acid ..................... 557
Tosyl Azide, Polymer-supported ................................ 558
β-Tosylethylamine ............................................. 559
β-Tosylethylazide ............................................. 560
6-Tosyl-3-oxa-6-azabicyclo[3.1.0]hexane ....................... 561
Tri(fert-butoxy)silanethiol ................................... 563
Tricarbonyl[(2,3,4,5,6,7-η)-thiepin-1,1-dioxide]
chromium(0) ................................................... 566
2,2,2-Trichloroethoxysulfonamide .............................. 568
2,2,2-Trichloroethyl-N-tosyloxycarbamate ...................... 571
Triethylsilyl Trifluoromethanesulfonate ....................... 572
Trifiuoromethanesulfonic Acid ................................. 573
Trifluoromethanesulfonic Anhydride ............................ 581
Trifluoromethanesulfonyl Azide ................................ 595
Trifluoromethanesulfonyl Chloride ............................. 598
Trifluoromethanesulfonylmethyl Methyl Sulfone ................. 602
S-(Trifluoromethyl)dibenzothiophenium Triflate ................ 603
Trifluoromethyl Phenyl Sulfone ................................ 604
{[(Trifluoromethyl)sulfonyl]ethynyl} benzene .................. 606
(S)-H-Trifluoromethylsulfonyl-2-isopropylaziridine ............ 607
[1,1,1-Trifluoro-N-[(trifluoromethyl)sulfonyl]
methanesulfonamidato-kN] (triphenylphosphine) ................. 610
1,1,1-Trifluoro-N-[(trifluoromethyl)sulfonyl]-N-
(trimethylsilyl)methanesulfonamide ............................ 613
2,4,6-Triisopropylbenzenesulfonyl Azide ....................... 616
2,4,6-Triisopropylbenzenesulfonyl Hydrazide ................... 623
Triisopropylbenzenesulfonyl Tetrazole ......................... 629
Triisopropylsilylethynyl Triflone ............................. 632
Triisopropylsilyl Trifluoromethanesulfonate ................... 633
2-Trimethylsilyl-1,3-benzothiazole ............................ 635
[N-(2-(Trimethylsilyl)ethanesulfonyl)imino]phenyliodane ....... 636
(Trimethylsilyl)methanesulfonyl Chloride-Cesium Fluoride ...... 638
2-(Trimethylsilyl)phenyl Triflate ............................. 639
Triphenylphosphonium 3,3-Dimethyl-1,2,5-thiadiazolidine
1,1-Dioxide ................................................... 642
Triphenyl Thioborate .......................................... 644
Trityl Thionitrite ............................................ 645
List of Contributors .......................................... 647
Reagent Formula Index ......................................... 663
Subject Index ................................................. 669
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