N-Directed Pd-Catalyzed Direct ortho-Acetoxylation and ortho-tert-Butoxylation of 2-Phenyl-4H-benzo[d][1,3]oxazin-4-ones via C-H Activation

被引:10
|
作者
Gupta, Mohit [1 ,2 ]
Kumar, Sandeep [1 ]
Kumar, Prashant [1 ,3 ]
Singh, Amit Kumar [1 ]
Bahadur, Vijay [1 ,3 ]
Singh, Brajendra K. [1 ]
机构
[1] Univ Delhi, Dept Chem, Bioorgan Res Lab, Delhi 110007, India
[2] LNMS Coll, Dept Chem, Birpur 854340, Bihar, India
[3] SRM Univ, Delhi NCR Sonepat, Dept Chem, Sonipat 131029, Haryana, India
来源
CHEMISTRYSELECT | 2019年 / 4卷 / 47期
关键词
Acyloxylation; Acetoxylating; Palladium Catalysed C-H activation; Cyclopalladation; Benzoxazine; LIPASE INHIBITOR; METAL-FREE; CETILISTAT ATL-962; ORGANIC-DYES; INDOLINE; ACYLOXYLATION; CONSTRUCTION; DERIVATIVES; CHOLESTEROL; OXYGENATION;
D O I
10.1002/slct.201902755
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A highly efficient, palladium-catalyzed protocol for the regioselective ortho-acyloxylation of 4H-Benzo[d][1,3]oxazin-4-ones and various other heterocycles which includes indoline, 3,4-dihydro-2H-benzo[b][1,4]oxazine, and 1-methyl-3-phenylquinoxalin-2(1H)-one has been developed using C-H activation strategy. The protocol exploits the directing group property of nitrogen present in the heterocyclic framework to introduce the acyloxyl group onto heterocyclic compounds with excellent regioselectivity. The developed method offers a wide substrate and excellent functional group tolerance.
引用
收藏
页码:13992 / 13997
页数:6
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