Rhodium-Catalyzed Allylic C-H Functionalization of Unactivated Alkenes with ?-Diazocarbonyl Compounds

被引:14
作者
Sihag, Pinki [1 ]
Chakraborty, Trisha [1 ]
Jeganmohan, Masilamani [1 ]
机构
[1] Indian Inst Technol Madras, Dept Chem, Chennai 600036, Tamil Nadu, India
关键词
DIAZO-COMPOUNDS; CROSS-COUPLINGS; CYCLOPROPANATION; ACTIVATION; INSERTION; OLEFINS; AMIDES; BONDS;
D O I
10.1021/acs.orglett.2c04356
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A redox-neutral mild methodology for the allylic C-H alkylation of unactivated alkenes with diazo compounds is demonstrated. The developed protocol is able to bypass the possibility of the cyclopropanation of an alkene upon its reaction with the acceptor-acceptor diazo compounds. The protocol is highly accomplished due to its compatibility with various unactivated alkenes functionalized with different sensitive functional groups. A rhodacycle pi-allyl intermediate has been synthesized and proved to be the active intermediate. Additional mechanistic investigations aided the elucidation of the plausible reaction mechanism.
引用
收藏
页码:1257 / 1262
页数:6
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