Tandem Reaction of Allenoate Formation and Cyclization: Divergent Synthesis of Four- to Six-Membered Heterocycles

被引：16

作者：

Ji, Danqing ^{[1
]}

Liu, Kai ^{[1
]}

Sun, Jiangtao ^{[1
]}

机构：

[1] Changzhou Univ, Sch Petrochem Engn, Jiangsu Key Lab Adv Catalyt Mat & Technol, Changzhou 213164, Peoples R China

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 23期

基金：

中国国家自然科学基金;

关键词：

TERMINAL ALKYNES; DIAZO-COMPOUNDS; TRISUBSTITUTED ALLENES; ASYMMETRIC-SYNTHESIS; H INSERTION; COPPER; DIAZOACETATES; CYCLOADDITION; ANNULATION; ACCESS;

D O I：

10.1021/acs.orglett.8b03435

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Tandem reactions of copper-catalyzed cross-coupling of N-substituted prop-2-yn-1-amines with diazoacetates and subsequent cyclization have been developed to prepare several types of four- to six-membered heterocycles. Copper-catalyzed allenoate formation has been proven as the key step for the diverse annulations. Importantly, on the basis of the choice of different N-protecting groups of the alkyne substrates, methods toward 5,6-dihydropiperidin-2-ones, 2-methyleneazetidines, and furan derivatives have been well established.

引用

页码：7708 / 7711

页数：4

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