Metal-free oxidative ipso-carboacylation of alkynes: synthesis of 3-acylspiro[4,5]trienones from N-arylpropiolamides and aldehydes.
A general and metal-free radical route to synthesis of 3-acylspiro[4,5]trienones is established that utilizes TBHP (tert-butyl hydrogenperoxide) as an oxidation and a reaction partner to trigger the oxidative ipso-carboacylation of N-arylpropiolamides with aldehydes. This method offers a new difunctionalization of alkynes through oxidative cross coupling of the aldehyde C(sp(2))-H bond with an ipso-aromatic carbon.
State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University , Changsha 410082, China.
Xuan-Hui
XH
Ouyang
Ren-Jie
RJ
Song
Yang
Y
Li
Bang
B
Liu
Jin-Heng
JH
Li