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Visible Light Mediated Co-Catalyzed Isocyanide Insertion with Sulfonyl Azide: Synthesis of Sulfonyl Carbamimidic Azide and Sulfonyl Aminotetrazole via Carbodiimide Intermediate
Chemistry - A European Journal ( IF 3.9 ) Pub Date : 2023-10-25 , DOI: 10.1002/chem.202303153 Sundaresan Ravindra 1 , Kannan Natarajan 1 , Vetrivel R Padma Priya 1 , Ramesh Kataria 2 , Ganesh Chandra Nandi 1
Chemistry - A European Journal ( IF 3.9 ) Pub Date : 2023-10-25 , DOI: 10.1002/chem.202303153 Sundaresan Ravindra 1 , Kannan Natarajan 1 , Vetrivel R Padma Priya 1 , Ramesh Kataria 2 , Ganesh Chandra Nandi 1
Affiliation
We report an efficient protocol to prepare sulfonyl carbamimidic azide and sulfonyl aminotetrazole via Co-catalyzed three component coupling of sulfonyl azide (acts as nitrene source), isocyanide, and TMS-azide at room temperature under visible light. The sulfonyl carbamimidic azide cyclizes in the presence of base to deliver N-sulfonyl aminotetrazole, which can also be synthesized directly without isolating the sulfonyl carbamimidic azide.
中文翻译:
可见光介导磺酰叠氮化物共催化异氰化物插入:通过碳二亚胺中间体合成磺酰氨基甲脒叠氮化物和磺酰氨基四唑
我们报告了一种在室温可见光下通过磺酰叠氮化物(作为氮宾源)、异氰化物和TMS-叠氮化物的共催化三组分偶联制备磺酰氨基甲酰叠氮化物和磺酰氨基四唑的有效方案。磺酰氨基甲脒叠氮化物在碱存在下环化,生成N-磺酰氨基四唑,其也可以直接合成而无需分离磺酰氨基甲脒叠氮化物。
更新日期:2023-10-25
中文翻译:
可见光介导磺酰叠氮化物共催化异氰化物插入:通过碳二亚胺中间体合成磺酰氨基甲脒叠氮化物和磺酰氨基四唑
我们报告了一种在室温可见光下通过磺酰叠氮化物(作为氮宾源)、异氰化物和TMS-叠氮化物的共催化三组分偶联制备磺酰氨基甲酰叠氮化物和磺酰氨基四唑的有效方案。磺酰氨基甲脒叠氮化物在碱存在下环化,生成N-磺酰氨基四唑,其也可以直接合成而无需分离磺酰氨基甲脒叠氮化物。