Tetrahedron

Effective synthetic routes to activated pyrrolo [3, 2, 1-hi] indoles

PA Keller, N Kumar, DSC Black

Index: Jumina; Keller, Paul A.; Kumar, Naresh; Black, David StC. Tetrahedron, 2008 , vol. 64, # 51 p. 11603 - 11610

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Citation Number: 6

Abstract

Pyrrolo [3, 2, 1-hi] indoles have been formed by the aldol cyclisation of 7-formyl-N- indolylacetates. The synthetic sequence incorporates three steps from suitably activated indoles: these are alkylation at nitrogen with a bromoacetic ester, formylation at C7 and an aldol condensation between these two substituents. An X-ray crystal structure of pyrrolo [3, 2, 1-hi] indole 24 is described.