Synthesis

Efficient Preparation of Polyfunctional Indoles via a Zinc Organometallic Variation of the Fischer Indole Synthesis

ZG Zhang, BA Haag, JS Li, P Knochel

Index: Zhang, Zhi-Guang; Haag, Benjamin A.; Li, Jin-Shan; Knochel, Paul Synthesis, 2011 , # 1 p. 23 - 29

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Citation Number: 6

Abstract

Abstract Functionalized organozinc reagents readily react with various aryldiazonium salts furnishing regioselectively polyfunctional indoles after heating with microwave irradiation. This new organometallic variation of the Fischer indole synthesis tolerates a wide range of functional groups and can be readily scaled up.

~65%

~72%

~80%

~80%

~64%

N-Alkylation and N, C-Dialkylation of Amines with Alcohols i...

[Tursky, Matyas; Lorentz-Petersen, Linda L. R.; Olsen, Lasse B.; Madsen, Robert Organic and Biomolecular Chemistry, 2010 , vol. 8, # 24 p. 5576 - 5582]