Multicomponent Syntheses to Alkene- and Alkyne-Functionalized Benzopyrans via Alkynylation and [4+2] Cyclization in One-Pot Process

被引:4
作者
Shao, Jidong
Li, Liqi
Zhang, Jie
Tian, Tian
Xue, Jijun [1 ]
Zhang, Yuan
Li, Ying
机构
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
关键词
one-pot; multicomponent; alkynylation; 4+2] cyclization; benzopyran; PRIVILEGED STRUCTURES; COMBINATORIAL LIBRARIES; MURRAYA EUCHRESTIFOLIA; CATALYZED CYCLIZATION; QUINONE METHIDES; CHROMANS; CHEMISTRY; CASCADE; SALICYLALDEHYDES; CYCLOADDITION;
D O I
10.1055/s-0034-1380118
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel multicomponent synthesis was found to be an efficient and elegant approach to 2,4-difunctionalized benzopyrans. This sequence includes ZnMe2-promoted alkynylation of salicylaldehyde and ZnCl2-mediated [4+2] cyclization proceeding in sequence of a one-pot process, providing a series of benzopyrans with good diastereoselectivities and moderate yields (dr 20:1 to 4:1). These products are potential precursors and bioactive core skeletons of natural products.
引用
收藏
页码:827 / 833
页数:7
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