FeCl_3·6H_2O-catalyzed selective reduction of allylic halides to alkenes with concomitant oxidation of benzylic alcohols to aldehydes  

作　　者：ZHANG HouCai LIU RuiTing ZHOU XiGeng 

机构地区：[1]Shanghai Key Laboratory of Molecular Catalysis and Innovative Materials [2]Department of Chemistry,Fudan University [3]State Key Laboratory of Organometallic Chemistry

出　　处：《Science China Chemistry》2014年第2期282-288,共7页中国科学（化学英文版）

基　　金：the National Natural Science Foundation of China(21132002&21272038);the National Basic Research Programm of China(973 program,2009CB825300);the Shanghai Leading Academic Discipline Project(B108)for financial support

摘　　要：Iron-catalyzed direct reduction of allylic halides with benzylic alcohol was achieved,providing a new,simple,and efficient method for conducting highly regioselective hydrodehalogenation.This method not only features a readily available reductant,an inexpensive catalyst,simple manipulation,and good tolerance of functional groups including nitriles,nitro,esters,and methoxyl groups,it also has mild reaction conditions and shows complete regioselectivity in that only halides sited at the allylic position are reduced.Alternatively,this method can be applied in the selective transformation of benzylic alcohols to aromatic aldehydes without overoxidation to carboxylic acids.Iron-catalyzed direct reduction of allylic halides with benzylic alcohol was achieved, providing a new, simple, and efficient method for conducting highly regioselective hydrodehalogenation. This method not only features a readily available reductant, an inexpensive catalyst, simple manipulation, and good tolerance of functional groups including nitriles, nitro, esters, and methoxyl groups, it also has mild reaction conditions and shows complete regioselectivity in that only halides sited at the allylic position are reduced. Alternatively, this method can be applied in the selective transformation of benzylic alcohols to aromatic aldehydes without overoxidation to carboxylic acids.

关 键 词：selective reduction allylic halides Fe-based catalysts hydrodehalogenations benzyi alcohols 

分 类 号：O625[理学—有机化学]