Journal
CHEMICAL SCIENCE
Volume 10, Issue 28, Pages 6915-6919Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c9sc02564b
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Funding
- Soochow University
- National Natural Science Foundation of China [21722205]
- Project of Scientific and Technologic Infrastructure of Suzhou [SZS201708]
- Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)
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Development of practical methods for the production of multi-functionalized amides is one of the most important topics in both synthetic chemistry and drug discovery. Disclosed herein is a new, efficient, site-selective heteroarylation of amides via C(sp(3))-H bond functionalization. Amidyl radicals are directly generated from the amide N-H bonds under mild conditions, which trigger the subsequent 1,5-HAT process. A wide scope of aliphatic amides including carboxamides, sulfonamides, and phosphoramides are readily modified at remote C(sp(3))-H bonds by installing diverse heteroaryl groups. Borne out of pragmatic consideration, this protocol can be used for the late-stage functionalization of amides.
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