Palladium-catalyzed difunctionalization/dearomatization of N-benzylacrylamides with α-carbonyl alkyl bromides: facile access to azaspirocyclohexadienones

被引：7
作者：
Peng, Chuan-Chong [1 ]
Wu, Li-Jun [1 ]
Pi, Shao-Feng [2 ]
机构：
[1] Cent South Univ Forestry & Technol, Inst Appl Chem, Changsha 410004, Peoples R China
[2] Hunan Inst Engn, Hunan Prov Key Lab Environm Catalysis Waste Recyc, Sch Mat & Chem Engn, Xiangtan 411104, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2021年 / 19卷 / 35期
关键词：
C-H FUNCTIONALIZATION; HECK REACTION; COUPLING REACTIONS; GAMMA-LACTAMS; ALKENES; SPIROCYCLIZATION; ALKENYLATION; DEAROMATIZATION; OXIDATION; TRIFLUOROMETHYLATION;
D O I：
10.1039/d1ob01405f
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient palladium-catalyzed difunctionalization/dearomatization of N-benzylacrylamides with alpha-carbonyl alkyl bromides as alkyl radical precursors has been described. Various alpha-carbonyl alkyl bromides, including alpha-bromoalkyl esters and ketones, reacted smoothly to provide important azaspirocyclohexadienones in moderate to excellent yields. In addition, mechanistic studies suggested that the reaction proceeded via a radical pathway.
引用
收藏
页码：7602 / 7606
页数：5
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