Allenl azide cycloaddtion chemistry. Photochemical initiation and cul mediation leads to improved regioselectivity

Ken S. Feldman, D. Keith Hester, Carlos Silva Lpez, Olalla Nieto Faza

Research output: Contribution to journalArticle

31 Scopus citations

Abstract

Irradiation of 2-(3-alkenyl)allenylphenyl azides in the presence of excess Cul furnished functionalized 2,3-cyclopentenylindoles in good yield with only trace amounts of competitive C-N-bonded regioisomeric products. These results represent a significant departure from the modest to-nonexistent regioselectivity that attended thermal cyclization of these allenyl azide substrates.

Original languageEnglish (US)
Pages (from-to)1665-1668
Number of pages4
JournalOrganic Letters
Volume10
Issue number8
DOIs
StatePublished - Apr 17 2008

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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