Copper-Catalyzed Electrophilic Enamidation Using Dioxazolones through Hydrozirconation of Alkynes

被引：6

作者：

Banjo, Shona ^{[1
]}

Nakata, Keisuke ^{[1
]}

Nakasuji, Eiko ^{[1
]}

Yasui, Soichiro ^{[1
]}

Chida, Noritaka ^{[1
]}

Sato, Takaaki ^{[1
]}

机构：

[1] Keio Univ, Fac Sci & Technol, Dept Appl Chem, Yokohama 2238522, Japan

来源：

ORGANIC LETTERS | 2022年 / 24卷 / 47期

关键词：

C-H AMIDATION; CYTOTOXIC MACROLIDES; ORGANIC-SYNTHESIS; NIH CATALYSIS; AMINATION; AMIDES; ENAMIDES; ALKENES; HYDROAMIDATION; HYDROAMINATION;

D O I：

10.1021/acs.orglett.2c03497

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A copper-catalyzed electrophilic enamidation starting from alkynes is reported. Hydrozirconation of an alkyne with the Schwartz reagent forms a vinyl zirconium intermediate, which directly undergoes a copper-catalyzed electrophilic enamidation with dioxazolones. High functional group tolerance of hydrozirconation enables the use of functionalized alkynes including esters. The developed conditions are successfully applied to syntheses of partial structures found in biologically active natural products.

引用

页码：8662 / 8666

页数：5

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