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Lactonization of C(sp 2 )—H Bonds in Enamides with CO 2
Author(s) -
Zhang Zhen,
Zhu ChunJun,
Miao Meng,
Han JieLian,
Ju Tao,
Song Lei,
Ye JianHeng,
Li Jing,
Yu DaGang
Publication year - 2018
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201700805
Subject(s) - chemistry , carboxylation , nucleophile , alkene , substrate (aquarium) , medicinal chemistry , derivatization , combinatorial chemistry , nucleophilic addition , redox , transition metal , stereochemistry , organic chemistry , catalysis , oceanography , high performance liquid chromatography , geology
Herein, we report a novel synthesis of 1,3‐oxazin‐6‐ones from enamides with CO 2 through C—H carboxylation and one‐pot cyclization. This transition‐metal‐free and redox‐neutral process features broad substrate scope, good functional group tolerance and facile product derivatization. The nucleophilic attack to CO 2 from the electron‐rich alkene is demonstrated for this reaction.