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Manganese (Ⅲ) Acetate:A Versatile Reagent in Organic Chemistry
作者单位:Department of
摘    要:1 Results Free radical reactions have become increasingly important,as well as a very attractive tool,in organic synthesis within the last two decades,due to their powerful,selective,specific,and mild reaction abilities.Mn(OAc)3 mediated oxidative free radical reactions have been extensively developed in the last twenty years1,6].Numerous regio-,chemo-,and stereoselective synthetic methods have been developed in both inter-and intramolecular reactions,and have detailed the progress of Mn(OAc)3 mediated oxidative free radical reactions. The selective oxidation of enones led to α′-acetoxy-enones by Mn(OAc)3 oxidation.In general,Mn(OAc)3 oxidations are characterized by higher α′-regioselectivity and chemical yields,and milder reaction conditions,in turn tolerating many sensitive functional groups.The use of Mn(OAc)3 in combination with other carboxylic acids or manganese(Ⅱ) carboxylates extends this methodology to the preparation of a variety of α′-acyloxyenones that are otherwise inaccessible in a one-step procedure.We developed a general method for the synthesis of biaryls starting from arylhydrazines and aromatic solvents in the presence of Mn(OAc)3.We showed for the first time that Mn(OAc)3 is a versatile reagent for the generation of aryl radicals from arylhydrazines.In a subsequent work,we extended this method for the synthesis of heterobiaryls,which was able to be achieved in thepresence of heteroaromatic compounds such as furan and thiophene. Another biaryl coupling reaction starting with arylboronic acids,mediated by Mn(OAc)3,was developed.The treatment of arylboronic acids with Mn(OAc)3 in benzene at reflux temperature afforded the corresponding biphenyl in high yields7].

关 键 词:Manganese(Ⅲ)acetate    oxidation    C    C-bond  formation    aryl  coupling  
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