Iodobenzene Dichloride as a Stoichiometric Oxidant for the Conversion of Alcohols into Carbonyl Compounds; Two Facile Methods for Its Preparation

Xue-Fei Zhao, Chi Zhang*

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

X.-F. Zhao, C. Zhang, Synthesis, 2007, 551-557.

DOI: 10.1055/s-2007-965889

---

Abstract

A highly efficient and mild procedure for the oxidation of different types of alcohols uses TEMPO as catalyst, iodobenzene dichloride as stoichiometric oxidant, and pyridine as base. Oxidation of 1,2-diols gives α-hydroxy ketones or α-diketones depending on the amount of oxidant used. High yielding procedures for the preparation of iodoarene dichlorides have been developed.

see article for more reactions

see article for more examples

proposed mechanism

---

---

An Environmentally Benign TEMPO-Catalyzed Efficient Alcohol Oxidation System with a Recyclable Hypervalent Iodine(III) Reagent and Its Facile Preparation

X.-Q. Li, C. Zhang, Synthesis, 2009, 1163-1169.

---

Key Words

iodobenzene dichloride, alcohols, catalysis, TEMPO, oxidation, aldehydes, ketones, 1,2-diketones, iodine(III) compounds

---

ID: J66-Y2007-0630