Synthesis of Dissymmetric Malonic Acid Monoamides from Symmetric Dithiomalonates

Hisashi Wauke, Kazumasa Matsuo, Kenji Matsumoto, Mitsuru Shindo

研究成果: ジャーナルへの寄稿記事

抜粋

We report a highly selective synthesis of dissymmetric S,N-malonates from symmetric dithiomalonates under mild conditions. This reaction was accelerated using a Cu(II) catalyst developed by us. When an aliphatic amine was used as the nucleophile, the amine also worked as a base and accelerated the amination reaction. Kinetic studies indicated that the key step of this reaction is the thermal formation of an acylketene; its stability mainly contributes to the selectivity of the reaction. The synthetic utility of dissymmetric S,N-malonates is also shown by the synthesis of linomide.

元の言語英語
ページ(範囲)6830-6833
ページ数4
ジャーナルChemistrySelect
1
発行部数21
DOI
出版物ステータス出版済み - 1 1 2016

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All Science Journal Classification (ASJC) codes

  • Chemistry(all)

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