CAS: 23997-94-6; 2-Methylbenzo[d]Oxazol-5-Ol

该化合物是一种有机化合物,属于苯氧新诺明类别,是含有氧和氮的环状结构中的异环化合物,这种特定化合物具有氢氧基(OH)和附于苯环的甲基组(-CH3),有助于其独特的化学特性,其特点是其处于室温的固态,并显示出极地溶剂中的溶解度因氢氧组的存在而较为中度.该化合物可能显示荧光度,使其在各种应用中,包括作为荧光探针或染料的开发中引起兴趣.其化学结构允许与生物系统进行潜在互动,可以探索这些系统用于制药用途.此外,功能组的存在表明,它可以在适当条件下参与各种化学反应,例如替代或凝聚.

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5078-07-9 180716-28-3 51110-60-2

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合成工艺路线路线简述

  • 合成目标产物 5-Benzoxazolol, 2-Methyl- 主要起始原料 2',5'-Dihydroxyacetophenone
  • (文献来源)合成步骤主要原料 2',5'-Dihydroxyacetophenone
📜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

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合成参考文献


摘要:Boyd, G. V., Science of Synthesis, (2002) 11, 489.
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