📜1,2-Epoxy-1-Methyl-1,2,3,4-Tetrahydro-Naphthalene置于indium(Iii) Chloride体系中,用 四氢呋喃 作为反应溶剂,化学反应 0.75H,以87%的收率获得产物1-甲基-2-四氢萘酮
参考文献:Indium(Iii) Chloride-Promoted Rearrangement Of Epoxides: A Selective Synthesis Of Substituted Benzylic Aldehydes And Ketones
标题:Indium(Iii) Chloride-Promoted Rearrangement Of Epoxides: A Selective Synthesis Of Substituted Benzylic Aldehydes And Ketones
摘要:A Simple And Efficient Procedure For The Rearrangement Of Substituted Epoxides Catalyzed By Incl3 Has Been Developed. Aryl-Substituted Epoxides Isomerize With Complete Regioselectivity To Form A Single Carbonyl Compound Via Cleavage Of The Benzylic C-O Bond. The Reactions Are Simple,Fast,And High Yielding. This Procedure Is Very Mild Compared To Those Catalyzed With Bf3 And Other Lewis Acids And Compatible With Several Acid-Sensitive Functionalities. This Protocol Provides A Highly Selective Synthesis Of Substituted Benzylic Aldehydes And Ketones. However,Rearrangement Of Alkyl-Substituted Epoxides Is Not Very Selective.
DOI:10.1021/jo980793W