Generation of synthetic equivalents of benzdiynes from benzobisoxadisiloles

Ya Li Chen, Jiang Qin Sun, Xin Wei, Wai Yeung WONG, Albert W M LEE*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

57 Citations (Scopus)

Abstract

Linear and angular benzobisoxadisiloles 14 and 16 can serve as the precursors for stepwise generations of the syntetic equivalents of 1,4- and 1,3-benzdiynes. Benzynes generated were trapped as [4+2] cycloaddition products. Two identical or different rings can be fused to the benzdiyne equivalents. Highly substituted arenes were obtained by removing the oxygen bridges from the furan adducts. The synthesis of naphthoxadisilole 28, which can serve as the precursor of 2,3-naphthyne, is also described.

Original languageEnglish
Pages (from-to)7190-7197
Number of pages8
JournalJournal of Organic Chemistry
Volume69
Issue number21
DOIs
Publication statusPublished - 15 Oct 2004

Scopus Subject Areas

  • Organic Chemistry

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