Issue 27, 2014

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

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

Supplementary files

Article information

Article type
Communication
Submitted
03 Apr 2014
Accepted
19 May 2014
First published
19 May 2014

Org. Biomol. Chem., 2014,12, 4837-4840

Author version available

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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