Palladium-Catalyzed Divergent Imidoylative Cyclization of Multifunctionalized Isocyanides: Tunable Access to Oxazol-5(4H)-ones and Cyclic Ketoimines

被引：2
|
作者：
Wang, Jian [1 ]
Zhong, Ling [1 ]
Tang, Shi [2 ]
Liu, Yuan [1 ]
Ding, Shumin [1 ]
Li, Lianjie [1 ]
Zhao, Haixia [1 ]
Chen, Chen [1 ]
Shang, Yongjia [1 ]
机构：
[1] Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Funct Mol Solids, Anhui Lab Mol Based Mat,Minist Educ, Wuhu 241000, Peoples R China
[2] Hainan Univ, Sch Life & Pharmaceut Sci, Dept Pharm, Haikou 570228, Hainan, Peoples R China
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 85卷 / 11期
基金：
中国国家自然科学基金;
关键词：
C-H FUNCTIONALIZATION; MULTICOMPONENT REACTIONS; MIGRATORY INSERTION; INDOLES; ARYLATION;
D O I：
10.1021/acs.joc.0c00672
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A palladium-catalyzed tunable imidoylative cyclization of multifunctionalized isocyanides to construct diverse imine-containing heterocycles has been developed. Oxazol-5(4H)-one derivatives were obtained exclusively when allyl-2-benzyl(or allyl)-2-isocyanoacetates were used in the reaction with aryl triflates as electrophiles, whereas cyclic ketoimines were generated in the presence of aryl iodides with the ally! ester group remaining unreacted. The reactions proceeded smoothly under mild conditions with a wide functional group tolerance.
引用
收藏
页码：7297 / 7308
页数：12
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