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Cobalt-catalyzed oxidative [3 + 2] cycloaddition reactions: an efficient synthesis of pyrrolo- and imidazo-[2,1-a]isoquinolines. 2013

Chengtao Feng, and Ji-Hu Su, and Yizhe Yan, and Fengfeng Guo, and Zhiyong Wang
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.

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.

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