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Efficient Synthesis of 4H-3,1-Benzoxazine Derivatives via One-Pot Sequential Passerini-Azide/Palladium-Catalyzed Azide–Isocyanide Coupling/Cyclization Reaction
Synlett ( IF 1.7 ) Pub Date : 2020-02-18 , DOI: 10.1055/s-0039-1690831
Jun Xiong , Qi-Xun Feng , Zhi-Ying Mu , Gang Yao , Jia-An Zhang , Hui-Ting He , Yong-Long Pang

A new, one-pot method for the synthesis of 4H-3,1-benzoxazine derivatives has been developed. The Passerini-azide reactions of 2-azidobenzaldehydes, trimethylsilyl azide, and isocyanides produced azide intermediate without separation, which then reacted with isocyanides to give 4H-3,1-benzoxazine derivatives via a tandem one-pot palladium-catalyzed azide–isocyanide coupling/cyclization reaction in moderate to good yields.

中文翻译:

通过一锅顺序Passerini-叠氮化物/钯催化的叠氮化物-异氰化物偶联/环化反应高效合成4H-3,1-苯并恶嗪衍生物

已开发出一种新的一锅法合成 4H-3,1-苯并恶嗪衍生物。2-叠氮苯甲醛、三甲基甲硅烷基叠氮化物和异氰化物的 Passerini-叠氮化物反应无需分离即可生成叠氮化物中间体,然后通过串联一锅钯催化叠氮化物-异氰化物偶联反应与异氰化物反应生成 4H-3,1-苯并恶嗪衍生物/以中等至良好的收率进行环化反应。
更新日期:2020-02-18
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