2-and 3-phenylsulfonylindoles–synthetic equivalents of unsubstituted indole in N-alkylation reactions

…, IS Shuleva, AA Ovcharenko, MA Yurovskaya

Index: Karchava; Shuleva; Ovcharenko; Yurovskaya Chemistry of Heterocyclic Compounds, 2010 , vol. 46, # 3 p. 291 - 301

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Citation Number: 5

Abstract

The N-alkylation of 2-and 3-phenylsulfonylindoles under various conditions and the subsequent removal of the activating phenylsulfonyl group by reductive desulfonylation using Raney nickel leads to N-alkylindoles in high yield. 2-Phenylsulfonylindole readily undergoes the Mitsunobu reaction, while isomeric 3-phenylsulfonylindole is relatively inert under these conditions.