Product Selectivity Control in the Domino Cyclization of 2-(2-Alkynylarylidene)-1,3-dicarbonyl Compounds Catalyzed by Metal Lewis Acids

Lu Liu; Junliang Zhang

doi:10.1055/s-0034-1378392

Synthesis, Table of Contents

Synthesis 2014; 46(16): 2133-2142
DOI: 10.1055/s-0034-1378392

feature article

Product Selectivity Control in the Domino Cyclization of 2-(2-Alkynylarylidene)-1,3-dicarbonyl Compounds Catalyzed by Metal Lewis Acids

Lu Liu

Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062, P. R. of China Fax: +86(21)62235039 Email: jlzhang@chem.ecnu.edu.cn

,

Junliang Zhang*

Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062, P. R. of China Fax: +86(21)62235039 Email: jlzhang@chem.ecnu.edu.cn

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Abstract

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Abstract

The selective synthesis of different products from the same kind of starting materials is an attractive, but challenging, task for chemists. This article reports our design for the selective domino reactions of 2-(2-alkynylarylidene)-1,3-dicarbonyl compounds which can be prepared from o-alkynylbenzaldehyde and 1,3-dicarbonyl compounds. Several different types of polycyclic skeletons can be constructed from 2-(2-alkynylarylidene)-1,3-dicarbonyl compounds with by simple subtle modification of the structure or choice of reaction conditions.

Key words

selectivity - cyclization - domino reaction - Lewis acids - polycycles

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References

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