Synthesis of Benzofused Five-Ring Sultams via Rh-Catalyzed C-H Olefination Directed by an N-Ac-Substituted Sulfonamide Group

被引：33

作者：

Li, Xueyuan ^{[1
]}

Dong, Yi ^{[2
,3
]}

Qu, Fengyu ^{[1
]}

Liu, Gang ^{[2
,3
]}

机构：

[1] Harbin Normal Univ, Coll Chem & Chem Engn, Harbin 150025, Peoples R China

[2] Tsinghua Univ, Sch Med, Tsinghua Peking Ctr Life Sci, Beijing 100084, Peoples R China

[3] Tsinghua Univ, Sch Med, Dept Pharmacol & Pharmaceut Sci, Beijing 100084, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2015年 / 80卷 / 02期

基金：

中国国家自然科学基金;

关键词：

OXIDATIVE OLEFINATION; DERIVATIVES; ACTIVATION; VERSATILE; ACIDS;

D O I：

10.1021/jo502224d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Rh-catalyzed N-Ac-sulfonamide group directed C-H olefination-cyclization to afford benzofused five-ring sultam is described with high yield and a wide range of substrate scope. The N-acetyl group is a key for this transformation implying that N-H acidity is the major influence. The acetyl group is removed under mild conditions in excellent yield to provide NH-free sultam that can be transformed into various benzofused five-ring sultam analogues via acylation, nucleophilic substitution, and Mitsunobu alkylation.

引用

页码：790 / 798

页数：9

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