Expeditious Synthesis of Isoquinolone Derivatives by Rhodium(I)-Catalyzed Annulation Reaction through C-C Bond Cleavage

被引：26

作者：

He, Yiyi ^{[1
]}

Yuan, Chengsha ^{[1
]}

Jiang, Zeqi ^{[1
]}

Shuai, Li ^{[1
]}

Xiao, Qing ^{[1
]}

机构：

[1] Third Mil Med Univ, Coll Pharm, Chongqing 400038, Peoples R China

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 01期

关键词：

CATALYZED OXIDATIVE COUPLING/CYCLIZATION; DENITROGENATIVE ALKYNE INSERTION; ACTIVATION TOTAL-SYNTHESIS; H/N-H ACTIVATION; BIOLOGICAL EVALUATION; O BOND; REGIOSELECTIVE SYNTHESIS; SITE-SELECTIVITY; INTERNAL OXIDANT; NITRENE TRANSFER;

D O I：

10.1021/acs.orglett.8b03653

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Rh(I)-catalyzed intermolecular cyclization between isocyanates and benzocyclobutenols leading to isoquinolin-1(2H)-ones through selective cleavage of a C-C bond has been realized. Exploiting the same strategy, we developed a Rh(I)-catalyzed three-component reaction of benzocyclobutenols, isonitriles, and sulfonyl azides to access isoquinolin-1(2H)-imines. These procedures provide unique and expeditious access to isoquinolone derivatives which are otherwise difficult to prepare in satisfactory yields with excellent functional-group tolerance under mild reaction conditions.

引用

页码：185 / 189

页数：5

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