A Study of the Reactions of 3-Bromopropenals with Anilines for the Synthesis of α-Bromo Enaminones

Sundaram Suresh, Prakash Bhimrao Patil, Pao Hsing Yu, Chia Chi Fang, Yin Zhi Weng, Veerababurao Kavala, Ching Fa Yao*

*此作品的通信作者

研究成果: 雜誌貢獻期刊論文同行評審

1 引文 斯高帕斯(Scopus)

摘要

A one-pot strategy for the synthesis of α-bromo enaminones is reported. The reactions proceed via the p-toluenesulfonic acid monohydrate (TsOH ⋅ H2O) catalyzed reactions of 3-bromopropenals with anilines in dimethyl sulfoxide (DMSO) and does not require an external brominating agent. The chemoselective 1,2-addition was accomplished by employing aniline with a sterically hindered electron-withdrawing group attached at the ortho-position. In addition, the reactions involving other aniline derivatives as nucleophiles have resulted in minor yields of 1,4-addition product. The 3-bromopropenals showed a diverse range of reactivities with aniline derivatives. (Figure presented.).

原文英語
頁(從 - 到)4915-4925
頁數11
期刊Advanced Synthesis and Catalysis
363
發行號21
DOIs
出版狀態已發佈 - 2021 11月 9

ASJC Scopus subject areas

  • 催化
  • 有機化學

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