Metal-free carbonyl C(sp(2))-H oxidative alkynylation of aldehydes using hypervalent iodine reagents leading to ynones.
A new metal-free tert-butyl hydroperoxide (TBHP)-mediated carbonyl C(sp(2))-H oxidative alkynylation of aldehydes with ethynyl benziodoxolones (EBX) for the synthesis of ynones is described. This method is based on a carbonyl C(sp(2))-H oxidative radical coupling process according to mechanistic studies, and provides a general route to the assembly of diverse ynones with a broad substrate scope and excellent functional-group compatibility.
State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, China. jhli@hnu.edu.cn srj0731@hnu.edu.cn.
Xuan-Hui
XH
Ouyang
Ren-Jie
RJ
Song
Cheng-Yong
CY
Wang
Yuan
Y
Yang
Jin-Heng
JH
Li
D000447:Aldehydes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D007202:Indicators and Reagents / Q000737:chemistry*; D007455:Iodine / Q000737:chemistry*; D010084:Oxidation-Reduction
D000447:Aldehydes; D000480:Alkynes; D007202:Indicators and Reagents; D007455:Iodine