Rhodium-catalyzed tandem C-H activation and aza-Michael addition of 2-arylquinazolin-4-ones with acrylates for the synthesis of pyrrolo[2,1-b]quinazolin-9(1H)-one derivatives

被引:31
作者
Jiang, Xin [1 ,2 ]
Yang, Qin [1 ,2 ]
Yuan, Jianjun [1 ,2 ]
Deng, Zhihong [1 ,2 ]
Mao, Xuechun [1 ,2 ]
Peng, Yiyuan [1 ,2 ]
Yu, Chuyi [3 ]
机构
[1] Minist Educ, Jiangxi Provinces Key Lab Green Chem, Key Lab Funct Small Organ Mol, Nanchang 330022, Peoples R China
[2] Jiangxi Normal Univ, Nanchang 330022, Peoples R China
[3] Chinese Acad Sci, Inst Chem, CAS Key Lab Mol Recognit & Funct, Beijing 330022, Peoples R China
基金
中国国家自然科学基金;
关键词
Rhodium catalysis; C-H activation; Aza-Michael addition; Quinazolin-4-one; Pyrrolo[2,1-b]quinazolin-9(1H)-one; Tandem reaction; DIELS-ALDER REACTION; BOND FORMATION; QUINAZOLINE; QUINOLINE;
D O I
10.1016/j.tet.2016.01.020
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In this paper, a rhodium-catalyzed reaction of 2-arylquinazolin-4-ones with acrylates is described, leading to pyrrolo[2, 1-b]quinazolin-9(1H)-one derivatives with high efficiency and good tolerance of functional groups. In the reactions, it is believed that tandem C-H activation and aza-Michael addition are involved. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1238 / 1243
页数:6
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[31]   Copper- and Palladium-Catalyzed Cross-Coupling Reactions for the Synthesis of N-Fused Benzo[4,5]imidazo[2,1-b]thiazole Derivatives via Substituted trans-1,2-Diiodoalkenes, 1H-Benzo[d]imidazole-2-thiols, and Halobenzenes [J].
Shen, Guodong ;
Yang, Bingchuan ;
Huang, Xianqiang ;
Hou, Yaxin ;
Gao, Huan ;
Cui, Jichun ;
Cui, Chuansheng ;
Zhang, Tongxin .
JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (07) :3798-3805