Chloromethyl Sulfones from Sulfonyl Chlorides via a One‐Pot Procedure

References

• Lee , J. W. and Oh , D. Y. 1990 . A convenient one‐pot synthesis of α‐functionalized α,β‐unsaturated sulfones . Synth. Commun. , 20 ( 2 ) : 273 – 277 .
   Web of Science ®Google Scholar
• Bordwell , F. G. and Cooper , G. D. 1951 . The mechanism of formation of olefins by the reaction of sodium hydroxide with α‐halo sulfones . J. Am. Chem. Soc. , 73 : 5184 – 5190 .
   Google Scholar
• Reutrakul , V. , Prapansiri , V. and Panyachotipun , C. 1984 . A new method for the synthesis of 2‐phenylsulfonylaziridines via the reaction of α‐halosulfonyl carbanion with imines . Tetrahedron Lett. , 25 ( 18 ) : 1949 – 1952 .
   Google Scholar
• Adamczyk , M. , Dolence , E. K. , Watt , D. S. , Christy , M. R. , Reibenspies , J. H. and Anderson , O. P. 1984 . A new procedure for the one‐carbon homologation of ketones to α‐hydroxy aldehydes . J Org. Chem. , 49 ( 8 ) : 1378 – 1382 .
   Google Scholar
• Dolence , E. K. , Adamczyk , M. , Watt , D. S. , Russell , G. B. and Horn , D. H.S. 1985 . A stereoselective synthesis of 1,2‐diols from α‐hydroxyaldehydes . Tetrahedron Lett. , 26 ( 9 ) : 1189 – 1192 .
   Google Scholar
• Arai , S. , Ishida , T. and Shioiri , T. 1998 . Asymmetric synthesis of α,β‐epoxy sulfones under phase‐transfer catalyzed Darzens reaction . Tetrahedron Lett. , 39 ( 45 ) : 8299 – 8302 .
   Google Scholar
• Nagashima , E. , Suzuki , K. , Ishikawa , M. and Sekiya , M. 1985 . Carbon–carbon bond forming reaction of bis(chloromethyl) sulfone with carbonyl compounds: general route to aromatic 2‐chlorovinyl compounds and α‐hydroxyaldehydes . Heterocycles , 23 ( 8 ) : 1873 – 1879 .
   Google Scholar
• Golinski , J. and Makosza , M. 1978 . “Vicarious” nucleophilic substitution of hydrogen in aromatic nitro compounds . Tetrahedron Lett. , 37 : 3495 – 3498 .
   Google Scholar
• Makosza , M. , Chylinska , B. and Mudryk , B. 1984 . Reactions of organic anions. 113. Vicarious nucleophilic substitution of hydrogen in nitropyridines by α‐chloroalkyl phenyl sulfone carbanions . Liebigs Ann. Chem. , 1 : 8 – 14 .
   Google Scholar
• Wojciechowski , K. and Makosza , M. 1984 . Reactions of organic anions. 125. New synthesis of substituted indole derivatives via vicarious nucleophilic substitution of hydrogen . Tetrahedron Lett. , 62 : 4793 – 4794 .
   Google Scholar
• Wojciechowski , K. and Makosza , M. 1986 . Reactions of organic anions. Part 132. A facile synthesis of 3‐sulfonyl‐substituted indole derivatives . Synthesis , : 651 – 653 .
   Google Scholar
• Takahashi , M. and Suga , D. 1998 . Synthesis of 2‐aryl‐3‐(arylsulfonyl)indoles and 2‐anilino‐3‐(arylsulfonyl)indoles from 2‐[(arylsulfonyl)methyl]anilines using the aza‐Wittig reaction of iminophosphoranes . Synthesis , : 986 – 990 .
   Google Scholar
• Oishi , Y. , Watanabe , T. , Kusa , K. , Kazama , M. and Koniya , K. Diphenylamines and their Use as Pesticides Against Aquatic Organisms . JP 63,243,067 . October 7, 1988 .
   Google Scholar
• Shigematsu , S. , Yamada , Y. and Kimura , I. Herbicidal Composition for Rice . JP 58,128,305 . July 30, 1983 .
   Google Scholar
• Becker , F. C. and Li , J. P. N‐Substituted Maleimides in Liquid Concentrates . US 4,247,559 . January 27, 1981 .
   Google Scholar
• Mori , K. , Izawa , T. , Konya , K. and Yazawa , C. 4(Chloromethylsulfonyl)‐2,6‐dinitrohalobenzenes . JP 54,090,145 . July 17, 1979 .
   Google Scholar
• Eckstein , Z. , Zawistowska , M. , Palut , D. and Polubiec , E. 1966 . Aromatic derivatives of chloromethyl sulfones . Przem. Chem. , 45 ( 6 ) : 314 – 320 .
   Google Scholar
• Ejmocki , Z. , Krassowska , B. , Olczak , I. and Eckstein , Z. 1980 . New chloromethylsulfonyl substituted phenoxyacetic acid derivatives . Pol. J. Chem. , 54 ( 11–12 ) : 2153 – 2159 .
   Google Scholar
• Bram , G. , Loupy , A. , Roux‐Schmitt , M. C. , Sansoulet , J. , Strzalko , T. and Seyden‐Penne , J. 1987 . Organic syntheses without solvent: preparation of sulfones and dithioacetals . Synthesis , : 56 – 59 .
   Google Scholar
• Nakayama , Y. , Takayama , M. , Yamaguchi , T. and Sekiya , S. Chloroalkyl Phenyl Sulfones . JP 58,208,265 . December 3, 1983 .
   Google Scholar
• Field , L. and Clark , R. D. 1958 . Methyl p‐tolyl sulfone . Org. Synth. , 38 : 62 – 65 .
   Google Scholar