Synthesis 2014; 46(16): 2133-2142
DOI: 10.1055/s-0034-1378392
feature article
© Georg Thieme Verlag Stuttgart · New York

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
› Author Affiliations
Further Information

Publication History

Received: 21 May 2014

Accepted after revision: 23 June 2014

Publication Date:
08 July 2014 (online)


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.