📜2,5-二羟基苯乙酮置于三氟甲磺酸,叠氮基三甲基硅烷体系中,用 二氯甲烷 用作溶剂,以77%的收率获得2-甲基-1,3-苯并恶唑-5-醇
参考文献:Utility Of Nitrogen Extrusion Of Azido Complexes For The Synthesis Of Nitriles,Benzoxazoles,And Benzisoxazoles
标题:Utility Of Nitrogen Extrusion Of Azido Complexes For The Synthesis Of Nitriles,Benzoxazoles,And Benzisoxazoles
摘要:The Utility Of The Nitrogen Extrusion Reaction Of Azido Complexes,Generated In Situ From The Corresponding Aldehydes Or Ketones With Tmsn3 In The Presence Of Zrcl4 Or Tfoh,Has Been Described. These Azido Complexes Could Undergo Three Different Pathways,Depending On The Substrates. First,Azido Methanolate Complexes Or Imine Diazonium Ions Could Lead To Benzisoxazole Products Via An Intramolecular Nucleophilic Substitution. Second,Imine Diazonium Ions Could Also Undergo Either The Elimination Of Proton To Provide Nitrile Products In Good To Excellent Yields Or An Aryl Migration,Followed By An Intramolecular Nucleophilic Addition,To Give Benzoxazole Products In Good Yields.
Doi:10.1021/acs.Joc.5B01305