Novel synthesis of alkenes via triethylaluminum-induced free radical reactions of alkyl iodides and β-nitrostyrenes

Jing Yuan Liu, Ju Tsung Liu, Ching Fa Yao

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19 Citations (Scopus)

Abstract

Reactions of (E)-β-nitrostyrenes 1 with triethylaluminum (Et3Al) 2 and alkyl iodide (RI) 3, 4, or 5 in the presence of benzoyl peroxide in diethyl ether solution at room temperature to give 60-100% of the different (E)-alkenes 6, 7, or 8. Under similar conditions, 95% of 1-adamantyl-2-(4-methoxyphenyl)ethene 10 or 80% of 1-(4-oxoadamantyl)-2-(4-methoxyphenyl)ethene 12 also can be easily prepared by using 1-iodoadamantane 9 or 5-iodo-2-adamantanone 11 and 2.

Original languageEnglish
Pages (from-to)3613-3615
Number of pages3
JournalTetrahedron Letters
Volume42
Issue number21
DOIs
Publication statusPublished - 2001 May 21

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ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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