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布朗斯台德酸催化的炔酰胺与异恶唑和水的形式[5+2+1]环加成反应:通向氧桥连四氢-1,4-恶唑并环庚烷的途径。

Brønsted acid-catalyzed formal [5+2+1] cycloaddition of ynamides and isoxazoles with water: access to oxygen-bridged tetrahydro-1,4-oxazepines.

作者信息

Zhao Yingying, Wang Chunxiang, Hu Yancheng, Wan Boshun

机构信息

Dalian Institute of Chemical Physics, Chinese Academy of Sciences, 457 Zhongshan Road, Dalian 116023, China.

出版信息

Chem Commun (Camb). 2018 Apr 17;54(32):3963-3966. doi: 10.1039/c8cc00881g.

DOI:10.1039/c8cc00881g
PMID:29577162
Abstract

A Brønsted acid-catalyzed formal [5+2+1] cycloaddition of ynamides and isoxazoles with water is described. This process provides atom-economical access to oxygen-bridged tetrahydro-1,4-oxazepines, where the bridged oxygen atom originates from water. The unique property of the Brønsted acid shows distinct chemoselectivity from the corresponding gold-catalyzed cycloadditions.

摘要

本文描述了一种布朗斯特酸催化的炔酰胺和异恶唑与水的形式[5+2+1]环加成反应。该过程为合成氧桥连四氢-1,4-恶唑并环庚烷提供了原子经济的途径,其中桥连氧原子来自水。布朗斯特酸的独特性质与相应的金催化环加成反应表现出明显的化学选择性。

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