Organic Chemistry Portal



A General Synthesis of Ynones from Aldehydes via Oxidative C-C bond Cleavage under Aerobic Conditions

Zhaofeng Wang, Li Li and Yong Huang*

*Key Laboratory of Chemical Genomics, School of Chemical Biology and Biotechnology, Peking University, Shenzhen Graduate School, Shenzhen, 518055, China, Email:

Z. Wang, L. Li, Y. Huang, J. Am. Chem. Soc., 2014, 136, 12161-12165.

DOI: 10.1021/ja506352b


A gold catalyst and a secondary amine work synergistically to produce trisubstituted allenyl aldehydes from readily available aldehydes and hypervalent alkynyl iodides. A subsequent oxidation leads to the desired ynone through an in situ C-C bond oxidative cleavage in the presence of molecular oxygen.

see article for more examples

Key Words


ID: J48-Y2014