Organic Chemistry Portal

Abstracts

Search:

A Safe, Convenient and Efficient One-Pot Synthesis of α-Chloroketone Acetals Directly from Ketones Using Iodobenzene Dichloride

Jun Yu, Chi Zhang*

*The State Key Laboratory of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, P. R. of China, Email: zhangchinankai.edu.cn

J. Yu, C. Zhang, Synthesis, 2009, 2324-2328.

DOI: 10.1055/s-0029-1216856


Abstract

Aliphatic and aromatic ketones can be directly converted into their corresponding α-chloroketone acetals in very good yields using iodobenzene dichloride in ethylene glycol in the presence of 4 molecular sieves at room temperature.

see article for more examples

proposed mechanism



Key Words

ketones, iodobenzene dichloride, α-chlorination, hypervalent iodine, cyclic acetals


ID: J66-Y2009-2070