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A Direct Cycloaminative Approach to Imidazole Derivatives via Dual C–H Functionalization
Organic Letters ( IF 5.2 ) Pub Date : 2017-09-13 00:00:00 , DOI: 10.1021/acs.orglett.7b01840
Sagar Arepally 1 , Venkata Nagarjuna Babu 1 , Manickam Bakthadoss 2 , Duddu S. Sharada 1
Affiliation  

Organoiodine(III)-promoted C(sp3)–H azidation was a key step for the cycloaminative process. An unprecedented method for metal-free dehydrogenative N-incorporation into C(sp3)–H and C(sp2)–H bonds for the synthesis of diverse imidazoles has been disclosed. The overall transformation involves the construction of four C–N bonds through hydroamination-azidation-cyclization sequence. The reaction can be easily handled and proceeds under mild conditions. Further, the potential of the present strategy is revealed by the practical synthesis of N-heterocyclic carbene (NHC) precursors.

中文翻译:

通过双重C–H功能化直接环化氨基咪唑衍生物的方法

有机碘(III)促进的C(sp 3)–H叠氮化是环胺化过程的关键步骤。公开了一种空前的无金属脱氢氮结合到C(sp 3)-H和C(sp 2)-H键中以合成各种咪唑的方法。整个转化过程涉及通过加氢胺化-叠氮-环化顺序构建四个C–N键。该反应可以容易地进行,并且可以在温和的条件下进行。此外,N-杂环卡宾(NHC)前体的实际合成揭示了本策略的潜力。
更新日期:2017-09-13
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