An efficient synthesis of hydropyrido[1,2-a]indole-6(7H)-ones via an In(III)-catalyzed tandem cyclopropane ring-opening/Friedel–Crafts alkylation sequence

Dadasaheb V. Patil; Marchello A. Cavitt; Paul Grzybowski; Stefan France

doi:10.1039/C1CC14131G

An efficient synthesis of hydropyrido[1,2-a]indole-6(7H)-ones via an In(III)-catalyzed tandem cyclopropane ring-opening/Friedel–Crafts alkylation sequence

Dadasaheb V. Patil,^a Marchello A. Cavitt,^a Paul Grzybowski^a and Stefan France*^a

* Corresponding authors

^a School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, Georgia 30332, USA
E-mail: stefan.france@chemistry.gatech.edu
Fax: +1 404-894-7452
Tel: +1 404-385-1796

Abstract

An efficient Lewis acid-catalyzed cyclopropane ring-opening/Friedel–Crafts alkylation sequence of methyl 1-(1H-indole-carbonyl)-1-cyclopropanecarboxylates is reported. The protocol affords functionalized hydropyrido[1,2-a]indole-6(7H)-ones in up to 99% yield.

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Publication details

The article was received on 09 Jul 2011, accepted on 28 Jul 2011 and first published on 22 Aug 2011

Article type: Communication

DOI: 10.1039/C1CC14131G

Citation: Chem. Commun., 2011,47, 10278-10280

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An efficient synthesis of hydropyrido[1,2-a]indole-6(7H)-ones via an In(III)-catalyzed tandem cyclopropane ring-opening/Friedel–Crafts alkylation sequence

D. V. Patil, M. A. Cavitt, P. Grzybowski and S. France, Chem. Commun., 2011, 47, 10278
DOI: 10.1039/C1CC14131G
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Chemical Communications

An efficient synthesis of hydropyrido[1,2-a]indole-6(7H)-ones via an In(III)-catalyzed tandem cyclopropane ring-opening/Friedel–Crafts alkylation sequence

Abstract

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Publication details

An efficient synthesis of hydropyrido[1,2-a]indole-6(7H)-ones via an In(III)-catalyzed tandem cyclopropane ring-opening/Friedel–Crafts alkylation sequence

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