Palladium-catalyzed intramolecular cyclization of ynamides: Synthesis of 4-halo-oxazolones

Hai Huang, Guangke He, Guohao Zhu, Xiaolin Zhu, Shineng Qiu, Hongjun Zhu

Research output: Contribution to journalArticlepeer-review

30 Scopus citations

Abstract

A mild and efficient methodology involving Pd(PPh3)4-catalyzed intramolecular cyclization of N-alkynyl alkyloxycarbamates with CuCl2 or CuBr2 for the synthesis of 4-halo-oxazolones was developed. This reaction exhibiting good functional tolerance provided a new, efficient, and rapid synthetic process to 4-halo-oxazolones. The resulting 4-halo-oxazolones can serve as great potential precursors for the 3,4,5-trisubstituted oxazolones via a Pd-catalyzed cross-coupling reaction.

Original languageEnglish (US)
Pages (from-to)3480-3487
Number of pages8
JournalJournal of Organic Chemistry
Volume80
Issue number7
DOIs
StatePublished - Apr 3 2015

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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