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Copper-Catalyzed Three-Component Tandem Reaction of Alkynes, α-Diazo Esters, and TMSN3 to Access N-Substituted 1,2,3-Triazoles
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2023-12-04 , DOI: 10.1021/acs.joc.3c02112
Yufen Lv 1 , Zhiwei Wang 1 , Lianhui Song 1 , Jindong Hao 1 , Shuyun Zhu 1 , Huilan Yue 2 , Wei Wei 1 , Dong Yi 3
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2023-12-04 , DOI: 10.1021/acs.joc.3c02112
Yufen Lv 1 , Zhiwei Wang 1 , Lianhui Song 1 , Jindong Hao 1 , Shuyun Zhu 1 , Huilan Yue 2 , Wei Wei 1 , Dong Yi 3
Affiliation
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An efficient copper-catalyzed three-component tandem reaction of alkynes, α-diazo esters, and TMSN3 to construct triazoles has been developed. Through this strategy, a number of diverse N-substituted 1,2,3-triazoles were conveniently obtained in moderate to good yields from simple and readily available starting materials using K2CO3 as the base. The mechanism of the tandem Cu-catalyzed azide–alkyne cycloaddition (CuAAC) and Cu-carbenoid-participated C–N coupling reaction has been investigated.
中文翻译:
铜催化炔烃、α-重氮酯和 TMSN3 的三组分串联反应生成 N-取代的 1,2,3-三唑
开发了一种高效的铜催化炔烃、α-重氮酯和 TMSN 3的三组分串联反应来构建三唑。通过该策略,使用K 2 CO 3作为碱,从简单易得的起始原料中以中等至良好的收率方便地获得了多种不同的N-取代1,2,3-三唑。研究了串联铜催化叠氮化物-炔烃环加成(CuAAC)和铜类碳烯参与的 C-N 偶联反应的机理。
更新日期:2023-12-04
中文翻译:

铜催化炔烃、α-重氮酯和 TMSN3 的三组分串联反应生成 N-取代的 1,2,3-三唑
开发了一种高效的铜催化炔烃、α-重氮酯和 TMSN 3的三组分串联反应来构建三唑。通过该策略,使用K 2 CO 3作为碱,从简单易得的起始原料中以中等至良好的收率方便地获得了多种不同的N-取代1,2,3-三唑。研究了串联铜催化叠氮化物-炔烃环加成(CuAAC)和铜类碳烯参与的 C-N 偶联反应的机理。