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Synthesis of Functionalized Indoles via Palladium-Catalyzed Aerobic Oxidative Cycloisomerization of o-Allylanilines

Rajender Nallagonda, Mohammad Rehan and Prasanta Ghorai*

*Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhopal 462066, India, Email: pghoraiiiserb.ac.in

R. Nallagonda, M. Rehan, P. Ghorai, Org. Lett., 2014, 16, 4786-4789.

DOI: 10.1021/ol502244g (free Supporting Information)


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Abstract

An efficient strategy for the synthesis of 3-substituted 2-benzylindoles from stable and readily available o-allylanilines occurred via a regioselective 5-exo-trig intramolecular oxidative cycloisomerization using Pd(OAc)2 as catalyst and molecular oxygen as an oxidant. The reaction showed a broad substrate scope with good to excellent yields.

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Key Words

indoles, oxygen


ID: J54-Y2014