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Synlett 2012; 23(17): 2511-2515
DOI: 10.1055/s-0032-1317320
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© Georg Thieme Verlag Stuttgart · New York

Pd-Catalyzed Cascade Reaction for the Synthesis of 2-Substituted Indoles

Jagannath Jadhav
Department of Chemistry, Shivaji University, Kolhapur 416004, M.S., India, Fax: +91(231)2692333   Email: gsr_chem@unishivaji.ac.in
,
Vipul Gaikwad
Department of Chemistry, Shivaji University, Kolhapur 416004, M.S., India, Fax: +91(231)2692333   Email: gsr_chem@unishivaji.ac.in
,
Rajanikant Kurane
Department of Chemistry, Shivaji University, Kolhapur 416004, M.S., India, Fax: +91(231)2692333   Email: gsr_chem@unishivaji.ac.in
,
Rajashri Salunkhe
Department of Chemistry, Shivaji University, Kolhapur 416004, M.S., India, Fax: +91(231)2692333   Email: gsr_chem@unishivaji.ac.in
,
Gajanan Rashinkar*
Department of Chemistry, Shivaji University, Kolhapur 416004, M.S., India, Fax: +91(231)2692333   Email: gsr_chem@unishivaji.ac.in
› Author Affiliations
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Publication History

Received: 22 July 2012

Accepted after revision: 29 August 2012

Publication Date:
28 September 2012 (online)

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Abstract

An efficient cascade methodology toward the synthesis of 2-substituted indoles has been developed. The transformation proceeds via a palladium-catalyzed cross-coupling reaction of o-nitrobenzyl cyanides with boronic acids. The use of Fe as co-catalyst during the course of reaction employs significant enhancement in reaction rates. The developed protocol allows for the unprecedented use of arylboronic acids as coupling partners for constructing 2-substituted indoles.

Key words

cascade synthesis - 2-substituted indoles - palladium-catalyzed cross-coupling reaction