Convenient synthesis of 2-substituted indoles from 2-ethynylanilines with tetrabutylammonium fluoride

…, Y Kanamori, M Kaneko, A Numata, Y Kondo…

Index: Yasuhara, Akito; Kanamori, Yuichi; Kaneko, Masashi; Numata, Atsushi; Kondo, Yoshinori; Sakamoto, Takao Journal of the Chemical Society - Perkin Transactions 1, 1999 , # 4 p. 529 - 534

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Citation Number: 110

Abstract

The cyclization reaction of various 2-ethynylanilines, which were easily synthesized from 2- haloanilines by the palladium-catalyzed reaction with terminal alkynes, with tetrabutylammonium fluoride (TBAF) to yield 2-substituted indoles proceeded at refluxing or room temperature in THF in excellent yields without affecting the bromo, chloro, cyano, ethoxycarbonyl, and ethynyl groups.