Organic Chemistry Portal

Abstracts

Search:

tert-Butyl Nitrite: Organic Redox Cocatalyst for Aerobic Aldehyde-Selective Wacker-Tsuji Oxidation

Xiao-Shan Ning, Mei-Mei Wang, Chuan-Zhi Yao, Xian-Min Chen and Yan-Biao Kang*

*Center of Advanced Nanocatalysis, Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China, Email: ybkangustc.edu.cn

X.-S. Ning, M.-M. Wang, C.-Z. Yao, X.-M. Chen, Y.-B. Kang, Org. Lett., 2016, 18, 2700-2703.

DOI: 10.1021/acs.orglett.6b01165 (free Supporting Information)


see article for more reactions

Abstract

The use of tert-butyl nitrite as a simple organic redox cocatalyst instead of copper or silver salts enabled an aldehyde-selective aerobic Wacker-Tsuji oxidation. Various aldehydes could beg isolated as major products in up to 30/1 regioselectivity as well as good to high yields at room temperature.

see article for more examples



Key Words

Wacker-Tsuji oxidation, aldehydes


ID: J54-Y2016