I2-Catalyzed cross dehydrogenative coupling: rapid access to benzoxazinones and quinazolinones

被引：23

作者：

Chen, Kaili ^{[1
]}

Gao, Biao ^{[1
]}

Shang, Yanguo ^{[1
]}

Du, Jianyao ^{[1
]}

Gu, Qinlan ^{[2
]}

Wang, Jinxin ^{[1
]}

机构：

[1] China Pharmaceut Univ, Dept Med Chem, Jiangsu Key Lab Drug Design & Optimizat, 24 Tongjiaxiang Rd, Nanjing 210009, Peoples R China

[2] China Pharmaceut Univ, Senior Vocat Sch, Nanjing 211198, Jiangsu, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 41期

关键词：

ONE-POT SYNTHESIS; INTRAMOLECULAR C(SP(2))-H; OXIDATIVE CYCLIZATION; SUBSTITUTED ANILINES; BOND-CLEAVAGE; AMINATION; INDOLES; QUINAZOLIN-4(3H)-ONES; 2-AMINOBENZAMIDES; SULFONYLATION;

D O I：

10.1039/c7ob02038d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient and applicable I-2-catalyzed intramolecular dehydrogenative C-O/C-N coupling reaction via activating the C-H bond adjacent to the N atom has been developed to provide dozens of substituted benzoxazinones (31 examples) and quinazolinones (5 examples) in good to excellent yields (up to 98%). This one-pot methodology has significant advantages, including a metal-free process, broad substrate scope, high atom economy, and simple operation. This strategy goes through an iminium intermediate followed by nucleophilic attack to provide the desired products.

引用

页码：8770 / 8779

页数：10

共 54 条

[51] Silver(I)-Mediated Phosphorylation/Cyclization Cascade of N-Cyanamide Alkenes for Divergent Access to Quinazolinones and Dihydroisoquinolinones [J].