期刊
ORGANIC LETTERS
卷 23, 期 2, 页码 257-261出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c03269
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资金
- Council of Scientific and Industrial Research (CSIR), New Delhi [02(0297)/17/EMR-II]
- IIT Hyderabad
- UGC
- CSIR New Delhi, India
This study demonstrates a visible-light-mediated metal-free organic-dye-catalyzed dehydrogenative N-insertion for the synthesis of highly substituted imidazoles and dihydroisoquinoline-based imidazole derivatives via functionalization of C(sp(3))-H and C-(sp(2))-H bonds. The sustainable and convenient metal-free azidation/C-H aminative cyclization approach without stoichiometric oxidants involves a rare photoinduced iminyl radical as a key intermediate for the N insertion.
Here we have demonstrated a visible-light-mediated metal-free organic-dye-catalyzed dehydrogenative N-insertion leading to highly substituted imidazoles and privileged dihydroisoquinoline-based imidazole derivatives via C(sp(3))-H and C-(sp(2))-H bond functionalization. A sustainable, convenient, metalfree azidation/C-H aminative cyclization approach in the absence of stoichiometric oxidants is presented. This protocol involves a rare photoinduced iminyl radical as a key intermediate for the N insertion.
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