Synlett

The Michael addition of indole to α, β-unsaturated ketones catalyzed by iodine at room temperature

SY Wang, SJ Ji, TP Loh

Index: Wang, Shun-Yi; Ji, Shun-Jun; Loh, Teck-Peng Synlett, 2003 , # 15 p. 2377 - 2379

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Citation Number: 94

Abstract

Abstract Indole undergoes conjugate addition with α, β-unsaturated ketones by means of alkylation of indole in the presence of a catalytic amount of molecular I 2 at room temperature to afford the corresponding adduct in excellent yields (up to 96%). The substitution on the indole nucleus occurred exclusively at the 3-position. N-alkylation products have not been observed.