Efficient Preparation of Cyclic α-Alkylidene β-Oxo Imides by Using a Flow Microreactor System

Katsuhiro Komuro, Aiichiro Nagaki, Hiroki Shimoda, Masahiro Uwamori, Jun Ichi Yoshida, Masahisa Nakada

研究成果: Article査読

4 被引用数 (Scopus)

抄録

Successful transformations of 3-iodo-1-methyl-5,6-dihydropyridin-2(1 H)-one into its derivatives by a halogen-lithium exchange and subsequent reactions in a flow microreactor system are described. The methylation of the organolithium compound generated from 3-iodo-1-methyl-5,6-dihydropyridin-2(1 H)-one in the flow microreactor system afforded the desired methylated product in 68% yield, whereas the yield of the corresponding batch reaction was 23%. This superiority of the flow microreactor system was further emphasized in the reaction of the organolithium compound with methoxycarbonyl isocyanate, which gave the desired imide in 78% yield by using the flow microreactor system whereas the yield of the corresponding batch reaction was only 2%. The established flow microreactor system was also effectively used for the reaction of the organolithium compound with phenyl isocyanate to afford the desired product in 52% yield.

本文言語English
論文番号st-2018-u0401-l
ページ(範囲)1989-1994
ページ数6
ジャーナルSynlett
29
15
DOI
出版ステータスPublished - 2018

ASJC Scopus subject areas

  • 有機化学

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