Cu(OTf)2-Catalyzed Synthesis of 2,3-Disubstituted Indoles and 2,4,5-Trisubstituted Pyrroles from α-Diazoketones

Reddy, B. V. Subba ; Reddy, M. Ramana ; Rao, Y. Gopal ; Yadav, J. S. ; Sridhar, B. (2013) Cu(OTf)2-Catalyzed Synthesis of 2,3-Disubstituted Indoles and 2,4,5-Trisubstituted Pyrroles from α-Diazoketones Organic Letters, 15 (3). pp. 464-467. ISSN 1523-7060

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Official URL: http://doi.org/10.1021/ol303206w

Related URL: http://dx.doi.org/10.1021/ol303206w

Abstract

A novel method has been devised for the synthesis of 2,4,5-trisubstituted pyrrole derivatives through the coupling of α-diazoketones with β-enaminoketones and esters using 10 mol % of Cu(OTf)(2). A wide range of 2,3-disubstituted indole derivatives were also prepared from α-diazoketones and 2-aminoaryl or alkyl ketones. The synthetic versatility of this approach has been exemplified in the formal synthesis of homofascaplysin C.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:135736
Deposited On:11 Aug 2023 08:58
Last Modified:11 Aug 2023 08:58

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