Intramolecular hydrogen-bonding-assisted phosphine-catalysed [3+2] cyclisation of ynones with o-hydroxy/amino benzaldehydes

被引：11

作者：

Deng, Zhi-Xiong ^{[1
]}

Xie, Zhen-Zhen ^{[1
]}

Zheng, Yu ^{[1
]}

Xiao, Jun-An ^{[2
]}

Wang, Rui-Jia ^{[1
]}

Xiang, Hao-Yue ^{[1
]}

Yang, Hua ^{[1
,3
]}

机构：

[1] Cent S Univ, Coll Chem & Chem Engn, Changsha 410083, Hunan, Peoples R China

[2] Guangxi Teachers Educ Univ, Coll Chem & Mat Sci, Nanning 530001, Guangxi, Peoples R China

[3] Cent S Univ, Key Lab Hunan Prov Water Environm & Agr Prod Safe, Changsha 410083, Hunan, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2019年 / 17卷 / 08期

基金：

中国国家自然科学基金;

关键词：

ENANTIOSELECTIVE SYNTHESIS; MBH CARBONATES; CYCLOADDITION; ANNULATION; ALLENOATE; CONSTRUCTION; ALKYLATION; ALLENES; ALKYNES;

D O I：

10.1039/c9ob00056a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new strategy for the synthesis of functionalized tetrahydrofuran derivatives was developed via a phosphine-catalysed [3 + 2] cyclization reaction of aromatic aldehydes with 4-phenylbut-3-yn-2-one. This is the first example of intermolecular cyclization of ynones with benzaldehydes, which essentially benefited from the intramolecular hydrogen bonding. This new protocol features a broad substrate scope, mild reaction conditions, operational simplicity and easy scale-up.

引用

页码：2187 / 2191

页数：5

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