Syntheses of 2-Benzylbenzofuran Derivatives and 2-Aryl-nitrochroman Derivatives from Nitroalkene Precursors

Chia Yu Huang, Chun Wei Kuo, Veerababurao Kavala, Ching Fa Yao

研究成果: 雜誌貢獻文章

10 引文 斯高帕斯(Scopus)

摘要

Simple and straightforward methods for the synthesis of 2-benzylbenzofuran, 3-substituted 2-benzylbenzofuran, and 2-aryl-nitrochroman derivatives are described. Benzofurans were generated from nitroalkenes by reduction with NaBH4 followed by a Nef reaction and acid-mediated cyclization, whereas 3-substituted 2-benzylbenzofurans were prepared from nitroalkenes by reactions with Grignard reagents followed by a Nef reaction and an acid-mediated cyclization in a one-pot process. The synthesis of chromans involved a Knoevenagel condensation and the 1,4-diazabicyclo[2.2.2]octane (DABCO) assisted cyclization of β-(2-hydroxyphenyl)-nitroethanes and benzaldehydes, also in a one-pot process. Simple and convenient methods for the synthesis of 2-benzylbenzofuran, 3-substituted 2-benzylbenzofuran, and 2-aryl-nitrochroman derivatives are described.

原文英語
頁(從 - 到)2720-2734
頁數15
期刊European Journal of Organic Chemistry
2016
發行號15
DOIs
出版狀態已發佈 - 2016 五月 1

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ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

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