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

Multicomponent Syntheses to Alkene- and Alkyne-Functionalized Benzopyrans via Alkynylation and [4+2] Cyclization in One-Pot Process
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DOI:
10.1055/s-0034-1380118
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发表时间:
2015-02
期刊:
影响因子:
2
通讯作者:
J. Shao;Liqi Li;Jie Zhang;T. Tian;Jijun Xue;Y. Zhang;Ying Li
J. Shao;Liqi Li;Jie Zhang;T. Tian;Jijun Xue;Y. Zhang;Ying Li
中科院分区:
化学4区
文献类型:
--
作者:
J. Shao;Liqi Li;Jie Zhang;T. Tian;Jijun Xue;Y. Zhang;Ying Li

文献摘要

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摘要一种新的多组分合成方法被发现是合成2,4-二官能化苯并吡喃的一种有效而优雅的方法。该序列包括ZnMe 2促进的水杨醛炔基化和ZnCl 2介导的[4+2]环化,以一锅法的顺序进行,提供了一系列具有良好的非对映选择性和中等产率(dr 20:1至4:1)的苯并吡喃。这些产物是潜在的天然产物前体和活性核心骨架。
Abstract 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.