A Heterogeneous Gold(I)-Catalyzed [2+2+1] Annulation of Terminal Alkynes, Nitriles, and Oxygen Atoms Leading to 2,5-Disubstituted Oxazoles

被引：77
|
作者：
Yang, Weisen [1 ,2 ,3 ]
Zhang, Rongli [1 ,2 ]
Yi, Feiyan [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] Wuyi Univ, Coll Ecol & Resources Engn, Wuyishan City 354300, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2017年 / 82卷 / 10期
基金：
中国国家自然科学基金;
关键词：
MESOPOROUS MOLECULAR-SIEVES; C-H BOND; ONE-POT SYNTHESIS; 2,4,5-TRISUBSTITUTED OXAZOLES; HIGHLY EFFICIENT; OXIDATIVE CYCLIZATION; SUBSTITUTED OXAZOLES; GOLD CATALYSIS; REGIOSELECTIVE SYNTHESIS; FUNCTIONALIZED OXAZOLES;
D O I：
10.1021/acs.joc.7b00386
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first heterogeneous gold(I)-catalyzed [2 + 2 + 1] annulation of terminal alkynes, nitriles, and oxygen atoms has been achieved by using an MCM-41-immobilized phosphine gold(I) complex as catalyst and 8-methylquinoline N-oxide as oxidant under mild conditions, yielding a variety of 2,5-disubstituted oxazoles in good to excellent yields with broad substrate scope. The new heterogeneous gold(I) catalyst can easily be recovered by simple filtration of the reaction solution and recycled for at least eight times without significant loss of activity.
引用
收藏
页码：5204 / 5211
页数：8
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