Transition-Metal-Free
Oxidative Decarboxylative Cross
Coupling of α,β-Unsaturated Carboxylic Acids with Cyclic
Ethers under Air Conditions: Mild Synthesis of α‑Oxyalkyl
Ketones
Peng-Yi Ji
Yu-Feng Liu
Jing-Wen Xu
Wei-Ping Luo
Qiang Liu
Can-Cheng Guo
10.1021/acs.joc.6b02993.s001
https://acs.figshare.com/articles/journal_contribution/Transition-Metal-Free_Oxidative_Decarboxylative_Cross_Coupling_of_-Unsaturated_Carboxylic_Acids_with_Cyclic_Ethers_under_Air_Conditions_Mild_Synthesis_of_Oxyalkyl_Ketones/4702783
A novel K<sub>2</sub>S<sub>2</sub>O<sub>8</sub>-promoted decarboxylative
cross coupling of α,β-unsaturated carboxylic acids with
cyclic ethers was developed under aerobic conditions. The present
protocol, which includes C–C and CO bond formation
in one step through addition, oxidation, and decarboxylation processes,
leads to the desired ketone products in moderate to excellent yields.
In addition, mechanism studies showed that the transformation process
undergoes a radical pathway via a direct activation of the α-sp<sup>3</sup> C–H bond of oxygen of the cyclic ether.
2017-02-22 00:00:00
Transition-Metal-Free Oxidative Decarboxylative Cross
Cyclic Ethers
cyclic ethers
Oxyalkyl
carboxylic acids
novel K 2 S 2 O 8
Mild Synthesis
activation
ketone products
oxidation
Ketone
transformation process
decarboxylative
decarboxylation processes
α-
sp
Carboxylic
yield
Unsaturated
cyclic ether
Air Conditions
mechanism studies
pathway
Acid
bond