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An Efficient and Metal–free Synthesis of α‐Ketoesters via Oxidative Cross Coupling of Arylglyoxals with Alcohols
Author(s) -
Vadagaonkar Kamlesh S.,
Kalmode Hanuman P.,
Shinde Suresh L.,
Chaskar Atul C.
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201601825
Subject(s) - chemistry , substrate (aquarium) , oxidative cleavage , oxidative phosphorylation , combinatorial chemistry , coupling reaction , scope (computer science) , coupling (piping) , metal , organic chemistry , materials science , computer science , catalysis , metallurgy , biochemistry , oceanography , programming language , geology
An efficient and metal‐free protocol has been developed for the synthesis of α‐ketoesters via oxidative cross coupling of arylglyoxals with alcohols by using N ‐bromosuccinimide as an oxidant and 1,8‐Diazabicyclo[5.4.0]undec‐7‐ene (DBU) as a base. The process involves cleavage of a C−H bond and construction of a C−O bond. Mild reaction conditions, short reaction time, broad substrate scope, operational simplicity and good to excellent yields of the products are remarkable features of this method.