Iodine/MeOH: a novel and efficient reagent system for thiocyanation of aromatics and heteroaromatics

JS Yadav, BVS Reddy, S Shubashree, K Sadashiv

Index: Yadav; Reddy; Shubashree; Sadashiv Tetrahedron Letters, 2004 , vol. 45, # 14 p. 2951 - 2954

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Citation Number: 110

Abstract

Indoles, pyrroles, oxindoles and aromatic amino compounds undergo smooth thiocyanation with ammonium thiocyanate in the presence of molecular iodine in methanol under mild conditions to afford the corresponding 3-indolyl, 2-pyrrolyl and 4-aryl thiocyanates, respectively, in excellent yields with high selectivity. The reactions proceed rapidly at room temperature without heating or the use of strong Lewis acids.