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

Organic & Biomolecular Chemistry Pub Date: 2018-09-29 DOI: 10.1039/C8OB02282H

Abstract

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.

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