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Copper(I)‐Catalyzed α‐Acryloyloxylation of Ketones with α,β‐Unsaturated Carboxylic Acids To Form α‐Acryloyloxy Ketones
Author(s) -
Xu JingWen,
Ji PengYi,
Liu YuFeng,
Luo WeiPing,
Liu Qiang,
Guo CanCheng
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201601346
Subject(s) - chemistry , catalysis , copper , carboxylic acid , substrate (aquarium) , ketone , organic chemistry , geology , oceanography
An efficient method for the α‐C–H acryloyloxylation of ketones with α,β‐unsaturated carboxylic acids was developed, using copper(I) as a catalyst. The most concise approach to form α‐acryloyloxy ketones is through direct oxidative coupling at the α‐C(sp 3 )–H position of ketones. This method gives the products in high yields, and has a wide substrate scope in terms of both ketones and unsaturated carboxylic acids. A copper(I)‐catalyzed reaction mechanism is proposed based on the results of control experiments.