The Journal of Organic Chemistry

1-Benzenesulfonyl-and 1-p-toluenesulfonyl-3-methylimidazolium triflates: efficient reagents for the preparation of arylsulfonamides and arylsulfonates

JF O'Connell, H Rapoport

Index: O'Connell, John F.; Rapoport, Henry Journal of Organic Chemistry, 1992 , vol. 57, # 17 p. 4775 - 4777

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Citation Number: 48

Abstract

To illustrate the reagent's versatility, a number of sul-fonamides and sulfonates were synthesized with the (arylsulfony1) imidazolium reagents 2a and 2b, with the emphasis on difficult cases (Table I). Since the reaction medium could potentially become acidic from the presence of traces of triflic acid in stored batches of reagent, 1-methylimidazole was added as an acid scavenger. This modification often improved the yields of sulfonates. In the ...