AlCl3 catalyzed coupling of N-benzylic sulfonamides with 2-substituted cyanoacetates through carbon-nitrogen bond cleavage

被引：7

作者：

Hu, Chen

Hong, Gang

Qian, Xiaofei

Kim, Kwang Rim

Zhu, Xiaoyan

Wang, Limin ^{[1
]}

机构：

[1] East China Univ Sci & Technol, Inst Fine Chem, Key Lab Adv Mat, 130 Meilong Rd, Shanghai 200237, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 23期

基金：

中国国家自然科学基金;

关键词：

DIARYLIODONIUM SALTS; ALKYLATION; DERIVATIVES; NITRILES; ACID; CYCLIZATION; ARYLATION; DYNAMICS; KETONES; ALKYNES;

D O I：

10.1039/c7ob01025g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new cross-coupling reaction of N-benzylic sulfonamides with 2-substituted cyanoacetates for the synthesis of 2-substituted benzylbenzene was reported. In the presence of AlCl3, a broad range of N-benzylic sulfonamides reacted smoothly with 2-substituted cyanoacetates to afford structurally diverse benzylbenzenes in moderate to excellent yields. The conversion could be enlarged to gram-scale efficiently. The practicability of this approach was further manifested in the synthesis of a related bioactive agent with high anti-inflammatory activity.

引用

页码：4984 / 4991

页数：8

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