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Issue 27, 2014
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Cerium(III)-catalyzed cascade cyclization: an efficient approach to functionalized pyrrolo[1,2-a]quinolines

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Abstract

A general and practical route to the synthesis of multisubstituted pyrrolo[1,2-a]quinolines has been described from 2-alkylazaarenes and nitroolefins using cerium chloride as a catalyst via a tandem Michael addition, cyclization and aromatization. This protocol features readily available starting materials, operational simplicity and high regioselectivity to access multifunctionalized pyrrolo[1,2-a]quinolines with the formation of multiple C–C and C–N bonds in one pot. In addition, various substitution patterns and functional groups were found to be compatible under the optimized conditions, which was lacking in the existing procedures.

Graphical abstract: Cerium(iii)-catalyzed cascade cyclization: an efficient approach to functionalized pyrrolo[1,2-a]quinolines

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Publication details

The article was received on 03 Apr 2014, accepted on 19 May 2014 and first published on 19 May 2014


Article type: Communication
DOI: 10.1039/C4OB00708E
Author version available: Download Author version (PDF)
Citation: Org. Biomol. Chem., 2014,12, 4837-4840
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    Cerium(III)-catalyzed cascade cyclization: an efficient approach to functionalized pyrrolo[1,2-a]quinolines

    C. Feng, Y. Yan, Z. Zhang, K. Xu and Z. Wang, Org. Biomol. Chem., 2014, 12, 4837
    DOI: 10.1039/C4OB00708E

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