Phosphine-catalyzed Aza-MBH reactions of vinylpyridines: Efficient and rapid access to 2,3,5-triarylsubstituted 3-pyrrolines

Jing Chen, Jianjun Li, Jiazhe Wang, Hao Li, Wei Wang, Yuewei Guo

Research output: Contribution to journalArticlepeer-review

39 Scopus citations

Abstract

Vinylpyridines have been developed in aza-Morita-Baylis-Hillman (MBH) reaction to construct triarylsubstituted 3-pyrrolines. The first electron-deficient aromatic ring is marked as an activating mode for the vinyl group in the MBH reaction. This method provides efficient and rapid access to a range of triarylpyrrolines in good yields and at an excellent level of diastereoselectivity. Moreover, the synthetic potential of this protocol is further enhanced by the straightforward synthesis of unsymmetrical tri- and polyarylsubstituted pyrroles.

Original languageEnglish (US)
Pages (from-to)2214-2217
Number of pages4
JournalOrganic Letters
Volume17
Issue number9
DOIs
StatePublished - May 1 2015
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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