Department of Chemistry, Indian Institute of Technology Hyderabad , Kandi 502 285, Sangareddy, Telangana, India.
Department of Chemistry, Pondicherry University , Pondicherry 605 014, India.
Org Lett. 2017 Oct 6;19(19):5014-5017. doi: 10.1021/acs.orglett.7b01840. Epub 2017 Sep 13.
Organoiodine(III)-promoted C(sp)-H azidation was a key step for the cycloaminative process. An unprecedented method for metal-free dehydrogenative N-incorporation into C(sp)-H and C(sp)-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.
有机碘(III)-促进的 C(sp)-H 叠氮化物是环氨基化过程的关键步骤。本研究揭示了一种前所未有的无金属脱氢 N 原子掺入 C(sp)-H 和 C(sp)-H 键以合成各种咪唑的方法。整个转化过程涉及通过氨化-叠氮化-环化序列构建四个 C-N 键。该反应易于操作，在温和条件下进行。此外，通过 N-杂环卡宾（NHC）前体的实际合成进一步证明了本策略的潜力。
