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Org Biomol Chem. 2013 Oct 21;11(39):6691-4. doi: 10.1039/c3ob41424h. Epub 2013 Aug 30.

Cobalt-catalyzed oxidative [3 + 2] cycloaddition reactions: an efficient synthesis of pyrrolo- and imidazo-[2,1-a]isoquinolines.

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1
Hefei National Laboratory for Physical Sciences at Microscale, CAS Key Laboratory of Soft Matter Chemistry and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China. zwang3@ustc.edu.cn.

Abstract

A cobalt-catalyzed oxidative [3 + 2] cycloaddition cascades of dihydroisoquinoline esters with nitroolefins or N-sulfuryl aldimines were developed at room temperature. A multi-component reaction for the synthesis of 5,6-dihydroimidazo[2,1-a]isoquinolines were also realized under almost identical conditions. This method is particularly suitable for the synthesis of tricyclic nitrogen heterocycles due to its simple manipulation, wide scope of the reaction substrates and excellent regioselectivity.

PMID:
23995231
DOI:
10.1039/c3ob41424h
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