Synthesis of 2, 3-Dihydroindoles, Indoles, and Anilines by Transition Metal-Free Amination of Aryl Chlorides

M Beller, C Breindl, TH Riermeier…

Index: Beller; Breindl; Riermeier; Tillack Journal of Organic Chemistry, 2001 , vol. 66, # 4 p. 1403 - 1412

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Citation Number: 118

Abstract

Aliphatic and aromatic amines react with 2-and 3-chlorostyrene in the presence of potassium tert-butoxide to give N-substituted 2, 3-dihydroindoles in good yields. The combination of this domino-amination protocol with a suitable dehydrogenation reaction gives access to pharmacologically interesting indoles in a one-pot procedure. Overall product yields of N-substituted indoles> 50% are obtained by this method starting from ...

~50%

~92%

~79%

~46%

~41%

~78%

~88%

~82%

~75%

~68%

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