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Palladium-Catalyzed Aerobic Oxidative Cyclization of N-Aryl Imines: Indole Synthesis from Anilines and Ketones

Ye Wei, Indubhusan Deb and Naohiko Yoshikai*

*Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, Singapore 637371, Singapore, Email: nyoshikaintu.edu.sg

Y. Wei, I. Deb, N. Yoshikai, J. Am. Chem. Soc., 2012, 134, 9098-9101.

DOI: 10.1021/ja3030824 (free Supporting Information)


Abstract

An operationally simple, atom-economic, palladium-catalyzed cyclization reaction of N-aryl imines, affords indoles via an oxidative linkage of two C-H bonds under mild conditions in the presence of oxygen. The process allows quick assembly of indole rings from inexpensive and readily available anilines and ketones and tolerates a broad range of functional groups.


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Key Words

indoles, oxygen


ID: J48-Y2012-1760