Arylation of dialkyl sulfides and of aryl alkyl sulfides to provide sulfonium salts

BJ McBride, ME Garst, M Hopkins

Index: McBride, Bill J.; Garst, Michael E.; Hopkins, Mark Journal of Organic Chemistry, 1984 , vol. 49, p. 1824 - 1825

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Citation Number: 6

Abstract

Recent application of sulfonium salts in intramolecular ylide reactions3 and as electrophiles with @-dicarbonyls4 focused our attention on the need for methods to convert alkyl aryl sulfides into alkyl diary1 sulfonium salts (1 to 2).5 In this note, we describe a solution to this problem RSAr - RS+(Ar)Ar'X- 1 2 ... (Table I) and demonstrate that these salts can be used in ylide and in alkylation reactions. The acid-catalyzed addition of thioethers to benzo- quinone has been used by ...