Ring opening [3+2] cyclization of azaoxyallyl cations with benzo[d]-isoxazoles:Efficient access to 2-hydroxyaryl-oxazolines  

Ring opening [3+2] cyclization of azaoxyallyl cations with benzo[d]-isoxazoles:Efficient access to 2-hydroxyaryl-oxazolines

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作  者:Yicheng He Chao Pi Yangjie Wu Xiuling Cui 

机构地区:[1]Department of Chemistry,Henan Key Laboratory of Chemical Biology and Organic Chemistry,Key Laboratory of Applied Chemistry of Henan Universities,Zhengzhou University,Zhengzhou 450052,China

出  处:《Chinese Chemical Letters》2020年第2期396-400,共5页中国化学快报(英文版)

基  金:partial financial support from the Ministry of Science and Technology of China(No.2016YFE0132600);Zhengzhou University。

摘  要:A selective ring-opening [3+2] cyclization reaction of benzo[d]isoxazoles with 2-bromo-propanamides has been developed.The azaoxyallyl cation intermediates are employed as C^O 3-atom synthon to build oxa-heterocycles via the selectivity of suitable cyclization partners.This transformation provides rapid access to highly functionalized 2-hydroxyaryl-oxazolines under mild conditions and excellent regioselectivity.A selective ring-opening [3+2] cyclization reaction of benzo[d]isoxazoles with 2-bromo-propanamides has been developed.The azaoxyallyl cation intermediates are employed as C~O 3-atom synthon to build oxa-heterocycles via the selectivity of suitable cyclization partners.This transformation provides rapid access to highly functionalized 2-hydroxyaryl-oxazolines under mild conditions and excellent regioselectivity.

关 键 词:Azaoxyallylic CATIONS RING-OPENING [3+2]Cycloaddition 2-Hydroxyaryl-oxazolines C^O 3-atom SYNTHON 

分 类 号:O626[理学—有机化学] O621.25[理学—化学]

 

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