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A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
Published on: February 16, 2020
Practical, metal-free remote heteroarylation of amides via unactivated C(sp3)-H bond functionalization
Nana Tang1, Xinxin Wu1, Chen Zhu1,2
1Key Laboratory of Organic Synthesis of Jiangsu Province , College of Chemistry , Chemical Engineering and Materials Science , Soochow University , 199 Ren-Ai Road , Suzhou , Jiangsu 215123 , China .
Abstract:
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(sp3)-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(sp3)-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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