C-alkylation of N-alkylamides N-アルキルアミド C-アルキル化

Outline

Org. Biomol. Chem., 2018, 16, 7568-7573.
DOI:10.1039/C8OB02282H

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

Joshua P. Barham, Souma Tamaoki, Hiromichi Egami, Noriyuki Ohneda, Tadashi Okamoto, Hiromichi Odajima, and Yoshitaka Hamashima

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 product) was demonstrated using a Microwave Flow reactor, as the first example of a C-alkylation reaction using styrenes in continuous flow.

Equipment information Reactor size: 200 mm, Maximum power: 200 W (SAIDA FDS INC.)

概要

実験結果提供：産業技術総合研究所　Joshua P. Barham先生、
静岡県立大学　濱島義隆先生、江上寛通先生
装置情報：200 mmキャビティ、200W