62115-15-5Relevant articles and documents
An efficient synthesis of 2-cyclohexene-1-carboxylic acid and 2-cyclopentene-1-carboxylic acid
Jones,Newton,Yarnold
, p. 3089 - 3093 (1992)
-
Selective α,δ-hydrocarboxylation of conjugated dienes utilizing CO2and electrosynthesis
Buckley, Benjamin R.,Elmorsy, Saad S.,Malkov, Andrei V.,Mashaly, Mohammad A.,Said, Samy B.,Sheta, Ahmed M.
, p. 9109 - 9114 (2020/09/17)
To date the majority of diene carboxylation processes afford the α,δ-dicarboxylated product, the selective mono-carboxylation of dienes is a significant challenge and the major product reported under transition metal catalysis arises from carboxylation at the α-carbon. Herein we report a new electrosynthetic approach, that does not rely on a sacrificial electrode, the reported method allows unprecedented direct access to carboxylic acids derived from dienes at the δ-position. In addition, the α,δ-dicarboxylic acid or the α,δ-reduced alkene can be easily accessed by simple modification of the reaction conditions. This journal is
A Light/Ketone/Copper System for Carboxylation of Allylic C-H Bonds of Alkenes with CO2
Ishida, Naoki,Masuda, Yusuke,Uemoto, Sho,Murakami, Masahiro
supporting information, p. 6524 - 6527 (2016/05/02)
A photo-induced carboxylation reaction of allylic C-H bonds of simple alkenes with CO2 is prompted by means of a ketone and a copper complex. The unique carboxylation reaction proceeds through a sequence of an endergonic photoreaction of ketones with alkenes forming homoallyl alcohol intermediates and a thermal copper-catalyzed allyl transfer reaction from the homoallyl alcohols to CO2 through C-C bond cleavage. An allylic C-H bond of simple alkenes is carboxylated with CO2 in the presence of a substoichiometric amount of a ketone and a catalytic amount of a copper complex under UV irradiation (see scheme).
