Divergent synthesis of unsymmetrical azobenzenes via Cu-catalyzed C-N coupling

被引：24

作者：

Wang, Yuzhou ^{[1
]}

Xie, Rongrong ^{[1
]}

Huang, Lingyu ^{[1
]}

Tian, Ya-Nan ^{[1
]}

Lv, Shihai ^{[1
]}

Kong, Xiangfei ^{[1
]}

Li, Shiqing ^{[1
]}

机构：

[1] Guilin Univ Technol, Coll Chem & Bioengn, Guangxi Key Lab Electrochem & Magnetochem Funct, Guilin 541004, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2021年 / 8卷 / 21期

基金：

中国国家自然科学基金;

关键词：

HIGHLY EFFICIENT SYNTHESIS; PRIMARY AROMATIC-AMINES; AZO-COMPOUNDS; UNACTIVATED ALKENES; MERCURY(II) OXIDE; CASCADE REACTION; SIDE-CHAIN; ANILINES; REDUCTION; OXIDATION;

D O I：

10.1039/d1qo00945a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient, one-pot, and low-cost metal-catalyzed tandem Chan-Lam coupling/deprotection/oxidation reaction to access unsymmetrical azobenzenes was developed. The phthaloyl group was automatically released from the rest of the molecule under the conditions of the basic catalytic system of this protocol, without extra steps for deprotection. A variety of azobenzenes were easily obtained using this C-N coupling strategy, without precautions against generating undesired azo by-products. Moreover, an unusual, three-component and domino Ullmann/Chan-Lam/deprotection/oxidation reaction proceeded smoothly to assemble azobenzenes in good yields, where phthalic hydrazide served as a source of N2.

引用

页码：5962 / 5967

页数：6

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