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Efficient Preparation of Cyclic α-Alkylidene β-Oxo Imides by Using a Flow Microreactor System
Synlett ( IF 1.7 ) Pub Date : 2018-08-28 , DOI: 10.1055/s-0037-1610228 Masahisa Nakada 1 , Katsuhiro Komuro 1 , Aiichiro Nagaki 2 , Hiroki Shimoda 1 , Masahiro Uwamori 1 , Jun-ichi Yoshida 2
Synlett ( IF 1.7 ) Pub Date : 2018-08-28 , DOI: 10.1055/s-0037-1610228 Masahisa Nakada 1 , Katsuhiro Komuro 1 , Aiichiro Nagaki 2 , Hiroki Shimoda 1 , Masahiro Uwamori 1 , Jun-ichi Yoshida 2
Affiliation
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Successful transformations of 3-iodo-1-methyl-5,6-dihydropyridin-2(1H)-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(1H)-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.
中文翻译：
使用流动微反应器系统有效制备环状 α-亚烷基 β-氧代酰亚胺
描述了 3-iodo-1-methyl-5,6-dihydropyridin-2(1H)-one 通过卤素-锂交换和随后在流动微反应器系统中的反应成功转化为其衍生物。在流动微反应器系统中由 3-iodo-1-methyl-5,6-dihydropyridin-2(1H)-one 产生的有机锂化合物的甲基化以 68% 的产率提供了所需的甲基化产物，而相应批次的产率反应率为 23%。流动微反应器系统的这种优势在有机锂化合物与异氰酸甲氧基羰基酯的反应中得到进一步强调，使用流动微反应器系统以 78% 的收率得到所需的酰亚胺，而相应的间歇反应的收率仅为 2%。
更新日期：2018-08-28
中文翻译：
使用流动微反应器系统有效制备环状 α-亚烷基 β-氧代酰亚胺
描述了 3-iodo-1-methyl-5,6-dihydropyridin-2(1H)-one 通过卤素-锂交换和随后在流动微反应器系统中的反应成功转化为其衍生物。在流动微反应器系统中由 3-iodo-1-methyl-5,6-dihydropyridin-2(1H)-one 产生的有机锂化合物的甲基化以 68% 的产率提供了所需的甲基化产物，而相应批次的产率反应率为 23%。流动微反应器系统的这种优势在有机锂化合物与异氰酸甲氧基羰基酯的反应中得到进一步强调，使用流动微反应器系统以 78% 的收率得到所需的酰亚胺，而相应的间歇反应的收率仅为 2%。
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