Diastereoselective Intramolecular Friedel–Crafts Cyclizations of Substituted Methyl 2-(1H-indole-1-carbonyl)acrylates: Efficient Access to Functionalized 1H-Pyrrolo[1,2-a]indoles

Dadasaheb V Patil,Marchello A Cavitt,Stefan France

doi:10.1021/ol202431x

Diastereoselective Intramolecular Friedel–Crafts Cyclizations of Substituted Methyl 2-(1H-indole-1-carbonyl)acrylates: Efficient Access to Functionalized 1H-Pyrrolo[1,2-a]indoles

Dadasaheb V Patil, Marchello A Cavitt + Show 1 more

https://doi.org/10.1021/ol202431x

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Journal: Organic letters	Publication Date: Oct 11, 2011
Citations: 40

Affiliation: Georgia Institute of Technology

#Intramolecular Friedel Crafts #High Diastereoselectivities + Show 8 more

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Abstract

A general, catalytic method for the diastereoselective synthesis of functionalized 1H-pyrrolo[1,2-a]indoles via an intramolecular Friedel-Crafts alkylation of N-acyl indoles is reported. Products were obtained in excellent yields (up to 98%) with high diastereoselectivities (up to >25:1 dr).

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