Transition metal-free ether coupling and hydroamidation enabling the efficient synthesis of congested heterocycles

被引：1

作者：

Hirata, Goki ^{[1
]}

Shimoharai, Yusuke ^{[1
]}

Shimada, Taisei ^{[1
]}

Nishikata, Takashi ^{[1
]}

机构：

[1] Yamaguchi Univ, Grad Sch Sci & Engn, 2-16-1 Tokiwadai, Ube, Yamaguchi 7558611, Japan

来源：

CHEMICAL COMMUNICATIONS | 2022年 / 58卷 / 22期

关键词：

PALLADIUM(II)-CATALYZED CYCLIZATION; INTRAMOLECULAR HYDROAMINATION; CESIUM; FUNCTIONALIZATION; CARBOAMINATION; POTASSIUM; AMINATION; ALKENES; ALKYNES; ALCOHOLS;

D O I：

10.1039/d1cc06871g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In this study, we discovered that alpha-bromocarboxamides react with alkynols containing tertiary alcohol moieties to produce congested ethers or heterocycles. Here, the etherification and hydroamidation reactions can be controlled by a suitable base. Both C-O and C-N bond formations occurred without a transition-metal catalyst. The stereospecific etherification and cyclization of diastereo-enriched alpha-bromocarboxamide afforded the corresponding diastereo-enriched ether and heterocyclic compound.

引用

收藏

页码：3665 / 3668

页数：4

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