Palladium-Catalyzed Domino Ring-Opening/Carboxamidation Reactions of N-Tosyl Aziridines and 2-lodothiophenols: A Facile and Efficient Approach to 1,4-Benzothiazepin-5-ones

被引：44

作者：

Zeng, Fanlong ^{[1
]}

Alper, Howard ^{[1
]}

机构：

[1] Univ Ottawa, Dept Chem, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada

来源：

ORGANIC LETTERS | 2010年 / 12卷 / 23期

基金：

加拿大自然科学与工程研究理事会;

关键词：

ARYL HALIDES; TANDEM REACTIONS; IMIDOYL CHLORIDES; S-ARYLATION; THIOLS; LIGAND; SULFIDES; IODIDES; SYSTEM; CYCLOCARBONYLATION;

D O I：

10.1021/ol102394h

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel and efficient domino procedure has been developed for the synthesis of 1,4-benzothiazepin-5-ones from simple and readily accessible N-tosyl aziridines and o-iodothiophenols. This process involves aziridines ring-opening with o-iodothiophenols, followed by palladium-catalyzed intramolecular carboxamidation. The scope and limitation of this transformation have been investigated in detail by using various aziridines and o-iodothiophenols.

引用

页码：5567 / 5569

页数：3