Gold-Catalyzed [4+1]-Annulation Reactions between 1,4-Diyn-3-ols and Isoxazoles To Construct a Pyrrole Core

被引：61

作者：

Kardile, Rahul Dadabhau ^{[1
]}

Kale, Balaji S. ^{[1
]}

Sharma, Pankaj ^{[1
]}

Liu, Rai-Shung ^{[1
]}

机构：

[1] Natl Tsing Hua Univ, Frontier Res Ctr Matter Sci & Technol, Dept Chem, Hsinchu 30013, Taiwan

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 13期

关键词：

INTERMOLECULAR NITRENE TRANSFER; FORMAL 4+1 CYCLOADDITION; DIELS-ALDER REACTIONS; 1,3-DIPOLAR CYCLOADDITIONS; SUBSTITUTED PYRROLES; N-VINYLPYRROLES; YNAMIDES; DERIVATIVES; ALKYNES; ACCESS;

D O I：

10.1021/acs.orglett.8b01398

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This work reports gold-catalyzed [4 + 1]-annulation reactions between 1,4-diyn-3-ols and isoxazoles or benzisoxazoles to yield pyrrole derivatives. The reaction chemoselectivity is controlled by an initial attack of an isoxazole at a less hindered alkyne to form gold carbenes, further inducing a 1,2-migration of a second alkyne group. A broad substrate scope of 1,4-diyn-3-ols, isoxazoles and even benzisoxazoles highlighted the reaction utility.

引用

页码：3806 / 3809

页数：4

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