Gold(I)-Catalyzed One-Pot Tandem Coupling/Cyclization: An Efficient Synthesis of Pyrrolo-/Pyrido[2,1-b]benzo[d][1,3]oxazin-1-ones

被引:53
作者
Zhou, Yu [1 ]
Zhai, Yun [1 ]
Ji, Xun [1 ,2 ]
Liu, Guannan [1 ]
Feng, Enguang [1 ]
Ye, Deju [1 ]
Zhao, Linxiang [2 ]
Jiang, Hualiang [1 ]
Liu, Hong [1 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Mat Med, Drug Discovery & Design Ctr, State Key Lab Drug Res, Shanghai 201203, Peoples R China
[2] Shenyang Pharmaceut Univ, Sch Pharmaceut Engn, Shenyang 110016, Liaoning, Peoples R China
基金
中国国家自然科学基金;
关键词
alkynes; gold; pyrrolo-/pyrido[2,1-b]benzo[d][1,3]oxazin-1-ones; tandem reactions; GOLD-CATALYZED CYCLOISOMERIZATIONS; CYCLIZATION; STEREOCENTERS; ALKYNES;
D O I
10.1002/adsc.200900724
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A highly efficient method has been developed for the one-pot synthesis of multi-ring heterocyclic compounds Such as pyrrolo-/pyrido[2,1-b]benzo[d][1,3]oxazin-1-ones from o-aminobenzyl alcohols via a gold(I)-catalyzed tandem coupling/cyclization reaction. Significantly, the strategy presents a straightforward and efficient approach to construct novel tricyclic or polycyclic molecular architectures in which two new C-N bonds and one C-O bond are formed in a one-pot reaction operation from two simple starting materials. Moreover, a broad spectrum Of Substrates can participate in the process effectively to produce the desired products in good yields.
引用
收藏
页码:373 / 378
页数:6
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