4.6 Article

C-Alkylation of N-alkylamides with styrenes in air and scale-up using a microwave flow reactor

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ORGANIC & BIOMOLECULAR CHEMISTRY
卷 16, 期 41, 页码 7568-7573

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ROYAL SOC CHEMISTRY
DOI: 10.1039/c8ob02282h

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  1. subsidy program for innovative business promotion of Shizuoka Prefecture, Japan SAN-Pro
  2. Japan Trust International Research Cooperation Project
  3. University of Shizuoka

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C-Alkylation of N-alkylamides with styrenes is reported, proceeding in ambient air/moisture to give arylbutanamides and pharmaceutically-relevant scaffolds in excellent mass balance. Various amide and styrene derivatives were tolerated, rapidly affording molecular complexity in a single step; thus highlighting the future utility of this transformation in the synthetic chemistry toolbox. Reaction scalability (up to 65 g h(-1) product) was demonstrated using a Microwave Flow reactor, as the first example of a C-alkylation reaction using styrenes in continuous flow.

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