Base-promoted synthesis of coumarins from salicylaldehydes and aryl-substituted 1,1-dibromo-1-alkenes under transition-metal-free conditions

被引：26

作者：

Liu, Jianming ^{[1
]}

Zhang, Xin ^{[1
]}

Shi, Lijun ^{[2
]}

Liu, Muwen ^{[1
]}

Yue, Yuanyuan ^{[1
]}

Li, Fuwei ^{[2
]}

Zhuo, Kelei ^{[1
]}

机构：

[1] Henan Normal Univ, Sch Chem & Chem Engn, Minist Educ, Key Lab Green Chem Media & React,Collaborat Innov, Xinxiang 453007, Henan, Peoples R China

[2] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2014年 / 50卷 / 69期

基金：

中国国家自然科学基金; 中国博士后科学基金;

关键词：

ONE-POT SYNTHESIS; CATALYZED CARBONYLATIVE ANNULATION; CROSS-COUPLING REACTIONS; EFFICIENT SYNTHESIS; INTERNAL ALKYNES; QUINONE METHIDES; ENANTIOSELECTIVE SYNTHESIS; 3-SUBSTITUTED COUMARINS; TERMINAL ALKYNES; CYCLIZATION;

D O I：

10.1039/c4cc04377d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Facile synthesis of coumarin via the tandem reaction of salicylaldehyde with aryl-substituted 1,1-dibromo-1-alkene was developed. This new protocol proceeds smoothly under mild and transition-metal-free conditions, it allows rapid access to coumarins containing various heteroatoms that are more difficult to prepare by traditional methods. Based on the isolated intermediate of 4-(diethylamino)-3-phenylchroman-2-one and detailed mechanistic studies, a credible tandem pathway was proposed.

引用

收藏

页码：9887 / 9890

页数：4

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