Organic Chemistry Portal



Alkene Oxyalkylation Enabled by Merging Rhenium Catalysis with Hypervalent Iodine(III) Reagents via Decarboxylation

Yin Wang, Lei Zhang, Yunhui Yang, Ping Zhang, Zhenting Du and Congyang Wang*

*Beijing National Laboratory of Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China, Email:

Y. Wang, L. Zhang, Y. Yang, P. Zhang, Z. Du, C. Wang, J. Am. Chem. Soc., 2013, 135, 18048-18051.

DOI: 10.1021/ja410195j

see article for more reactions


In a rhenium-catalyzed oxyalkylation of alkenes, hypervalent iodine(III) reagents derived from widely occurring aliphatic carboxylic acids were not only an oxygenation source but also an alkylation source via decarboxylation. The reaction offers a wide substrate scope, totally regiospecific difunctionalization, mild reaction conditions, and ready availability of both substrates.

see article for more examples

Key Words

PIDA, oxygenation, alkylation

ID: J48-Y2013