Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 85, Issue 2, Pages 1001-1008Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b02941
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Funding
- National Natural Science Foundation of China [21801007]
- Program for Innovative Research Team of Science and Technology in the University of Henan Province [18IRTSTHNO04, 18HASTIT006]
- Science and Technology Plan Projects of Henan Province [19A150015]
- Jilin Province Key Laboratory of Organic Functional Molecular Design Synthesis [130028911]
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Here, we report a practical C-H imidation of five-membered heterocycles under metal-free conditions. We also report the first dual C-H bond aminobromination of thiophenes, with benzotriazole, saccharin, 1,2,4-triazole, benzimidazole, pyrazole, 4-bromopyrazole, 5-methyltetrazole, and dibenzenesulfonimides as effective amine sources. Mechanistic studies support the radical pathway of the imidation and aminobromination reactions.
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