Ene reaction of arynes with alkynes

Thiruvellore Thatai Jayanth, Masilamani Jeganmohan, Mu-Jeng Cheng, San Van Chu, Chien Hong Cheng

Research output: Contribution to journalArticlepeer-review

60 Citations (Scopus)

Abstract

Arynes, generated in situ from ortho-silylaryl triflates, undergo ene reaction with alkynes possessing propargylic hydrogen in the presence of KF/18-crown-6 in THF at room temperature to give substituted phenylallenes. Various terminal and internal alkynes as well as different arynes can be used to give the corresponding phenylallenes in good to moderate yields. The reaction of alkyne without propargylic hydrogen gave an acetylenic C-H addition product (a phenylalkyne) and a dehydro Diels-Alder product (a phenanthrene).

Original languageEnglish
Pages (from-to)2232-2233
Number of pages2
JournalJournal of the American Chemical Society
Volume128
Issue number7
DOIs
Publication statusPublished - 2006 Feb 22

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Fingerprint Dive into the research topics of 'Ene reaction of arynes with alkynes'. Together they form a unique fingerprint.

Cite this