A simple radical addition - Elimination route to geometrically pure (E)-alkene and chromanone derivatives via β-nitrostyrene

Yeong Jiunn Jang, Ming Chung Yan, Yung Feng Lin, Ching-Fa Yao

研究成果: 雜誌貢獻文章

26 引文 斯高帕斯(Scopus)

摘要

Various geometrically pure (E)-β-alkyl-styrenes have been synthesized by the radical NO 2 substitution of alkyl moieties generated via hydrogen abstraction followed by decarbonylation from aliphatic aldehydes. These reactions, which involve a high chemical selectivity and regioselectivity constitute a new route to (E)-β-alkylstyrenes. Both aliphatic and aromatic aldehydes can be used in this novel reaction. When 2-allyloxybenzaldehyde was used, the benzoyl radical added directly to the double bond without decarbonylation to give the 3-cinnamylchroman-4-one. This unique difference between aliphatic and aromatic aldehydes represents a simple route for the synthesis of biologically important chromanones.

原文英語
頁(從 - 到)3961-3963
頁數3
期刊Journal of Organic Chemistry
69
發行號11
出版狀態已發佈 - 2004 五月 28

ASJC Scopus subject areas

  • Organic Chemistry

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