A highly efficient heterogeneous palladium-catalyzed carbonylative annulation of 2-aminobenzamides with aryl iodides leading to quinazolinones

被引:22
作者
You, Shengyong [1 ,2 ,3 ]
Huang, Bin [1 ,2 ]
Yan, Tao [1 ,2 ]
Cai, Mingzhong [1 ,2 ]
机构
[1] Jiangxi Normal Univ, Minist Educ, Key Lab Funct Small Organ Mol, Nanchang 330022, Jiangxi, Peoples R China
[2] Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Jiangxi, Peoples R China
[3] Jiangxi Acad Sci, Inst Appl Chem, Nanchang 330029, Jiangxi, Peoples R China
基金
中国国家自然科学基金;
关键词
Carbonylative annulation; Palladium; Quinazolinone; 2-Aminobenzamide; Heterogeneous catalysis; SELECTIVE INHIBITORS; TERMINAL ALKYNES; DERIVATIVES; POTENT; COMPLEXES; ALDEHYDES; CONSTRUCTION; QUINOLINE; ALCOHOLS; MCM-41;
D O I
10.1016/j.jorganchem.2018.09.003
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The first heterogeneous carbonylative annulation of 2-aminobenzamides with aryl iodides was achieved in N, N-dimethylformamide (DMF) at 120 degrees C under 10 bar of carbon monoxide by using an MCM-41-immobilized bidentate phosphine palladium(II) complex [MCM-41-2P-Pd(OAc)(2)] as catalyst and 1,8-diazabicycloundec-7-ene (DBU) as base, yielding a wide variety of quinazolinone derivatives in good to excellent yields. The new heterogeneous palladium catalyst can easily be prepared by a simple procedure from commercially readily available reagents, and recovered by filtration of the reaction solution, and recycled up to eight times without significant loss of activity. (C) 2018 Elsevier B.V. All rights reserved.
引用
收藏
页码:35 / 45
页数:11
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