Platinum-catalyzed tandem carboalkoxylation-claisen rearrangement of arylalkynes bearing an ortho-1,5-dihydro-3H-2,4-dioxepine group

Itaru Nakamura, Gan B. Bajracharya, Yoshinori Yamamoto

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7 Citations (Scopus)

Abstract

The platinum-catalyzed tandem carboalkoxylation-Claisen rearrangement reaction of arylalkynes 1 bearing an ortho-1,5-dihydro-3H-2,4-dioxepine group gave the corresponding tricyclic compounds 2 in good to allowable yields. For example, the reaction of 2-[2-(pent-1-ynyl)phenyl]-4,7-dihydro[1,3]dioxepin 1a, 2-[2-(oct-1-ynyl)phenyl]-4,7-dihydro[1,3]dioxepin 1c, and 2-[2-(phenylethynyl) phenyl]-4,7-dihydro[1,3]dioxepin 1d in the presence of 10 mol % of PtCl 2 and 40 mol % of β-pinene in acetonitrile at 100°C gave the corresponding tricyclic compounds 2a, 2c, and 2d in 69, 63, and 50% yields, respectively.

Original languageEnglish
Pages (from-to)174-175
Number of pages2
JournalChemistry Letters
Volume34
Issue number2
DOIs
Publication statusPublished - 2005 Feb 5

ASJC Scopus subject areas

  • Chemistry(all)

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