Liu, Michael T. H., et al. “New Synthesis of 2,2 ’-Heteroarylpyrroles from Heteroarylchlorocarbenes”. Tetrahedron Letters, vol. 40, no. 40, 1999, pp. 7163-5, https://doi.org/10.1016/s0040-4039(99)01398-2.

Genre

  • Journal Article
Contributors
Author: Liu, Michael T. H.
Author: Moss, R. A.
Author: Romashin, Y. N.
Author: Ma, W.
Date Issued
1999
Abstract

2,2'-Pyridyl- and 2,2'-thienylpyrroles containing substituents at the 1- and 3-positions of the pyrrole ring have been prepared from the reaction of heteroarylchlorocarbenes with 1-azabuta-1,3-dienes. Laser flash photolysis of heteroarylchlorocarbene in isooctane in the presence of 1-azabuta-1,3-diene yields an azomethine ylide (lambda=550 nm) as an intermediate. The kinetic parameters for the ylide formation and further 1,5-intramolecular cyclization to the pyrrole ring have been determined. (C) 1999 Elsevier Science Ltd. All rights reserved.

Note

Univ Prince Edward Isl, Dept Chem, Charlottetown, PE C1A 4P3, Canada. Rutgers State Univ, Dept Chem, New Brunswick, NJ 08903 USA.; Liu, MTH, Univ Prince Edward Isl, Dept Chem, Charlottetown, PE C1A 4P3, Canada.

OXFORD; THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND

PERGAMON-ELSEVIER SCIENCE LTD

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Source type: Electronic(1)

Language

  • English

Subjects

  • THIOPHENE
  • azabutadiene
  • CONDUCTING POLYMERS
  • diazirine
  • laser flash photolysis
  • Chemistry, Organic
  • pyridylpyrrole
  • CARBENE
  • thienylpyrrole
  • azomethine ylide
  • PYRROLE
  • Kinetics
Page range
7163-7165
Host Title
Tetrahedron Letters
Host Abbreviated Title
Tetrahedron Lett.
Volume
40
Issue
40
ISSN
0040-4039

Department