Transformation of Thiocarbonyls to Their Corresponding Carbonyl Compounds Using n-Butyltriphenylphosphonium Dichromate (BunPPh3)2Cr2O7in Solution and under Microwave Irradiation

化学 转化(遗传学) 第2组金属有机化学 核化学 有机化学 分子 生物化学 基因
作者
Iraj Mohammadpoor‐Baltork,Hamid Reza Memarian,A Hajipourj,Kiumars Bahrami
出处
期刊:Bulletin of The Korean Chemical Society [Wiley]
卷期号:24 (7): 1002-1004 被引量:15
标识
DOI:10.5012/bkcs.2003.24.7.1002
摘要

The introduction and removal of functional groups is of great importance in the synthesis of polyfunctional organic molecules.The conversion of thiocarbonyls to their corre sponding carbonyl compounds is an important chemical transformation.Various methods and reagents have been reported for the deprotection of thiocarbonyl compounds to their oxygen analogues.1-21However, some of these methods are not suitable for deprotection of primary thioamides, and some of the others also show limitations such as long reaction times, low yields of the products, use of expensive reagents and tedious work-up.We have recently reported bismuth(III) nitrate pentahy drate and oxone as convenient reagents for the deprtection of thioamides and thioureas.22Bismuth(III) nitrate pentahy drate was not effective for transformation of thiono esters and thioketones to their corresponding esters and ketones.However, with oxone thiono esters are converted to their esters while thioketones remained intact in the presence of this reagent.In continuation of our ongoing work in this area, we were interested to find an efficient method for the deprotection of all the above mentioned thiocarbonyl compounds.In this respect, we wish to report that n-butyltriphenylphos-
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