Ruthenium-catalyzed conversion of 1,4-alkynediols into pyrroles

Simon J Pridmore, Paul A Slatford, Aurelie Daniel, Michael K Whittlesey, Jonathan M J Williams

Research output: Contribution to journalArticle

Abstract

Various 1,2,5-substituted pyrroles were synthesized from 1,4-alkynediols using a ruthenium-catalyzed isomerization to give the corresponding 1,4-dicarbonyl compds., which undergo in situ cyclization to pyrroles in the presence of amine.
LanguageEnglish
Pages5115-5120
Number of pages6
JournalTetrahedron Letters
Volume48
Issue number29
StatusPublished - 2007

Fingerprint

Pyrroles
Ruthenium
Cyclization
Isomerization
Amines

Keywords

  • Glycols Role
  • Ketones Role
  • Heterocyclization catalysts
  • Isomerization
  • RCT (Reactant)
  • Isomerization catalysts (prepn. of pyrroles by ruthenium-catalyzed tandem isomerization/cyclization of alkynediols with amines)
  • 4-
  • 1
  • PREP (Preparation) (diketones
  • alkynediol amine tandem isomerization heterocyclization ruthenium catalyst
  • RACT (Reactant or reagent) (alkynyl
  • pyrrole prepn
  • RACT (Reactant or reagent) (primary
  • Alcohols Role
  • Heterocyclization
  • Amines Role
  • prepn. of pyrroles by ruthenium-catalyzed tandem isomerization/cyclization of alkynediols with amines)
  • RACT (Reactant or reagent) (1
  • SPN (Synthetic preparation)

Cite this

Ruthenium-catalyzed conversion of 1,4-alkynediols into pyrroles. / Pridmore, Simon J; Slatford, Paul A; Daniel, Aurelie; Whittlesey, Michael K; Williams, Jonathan M J.

In: Tetrahedron Letters, Vol. 48, No. 29, 2007, p. 5115-5120.

Research output: Contribution to journalArticle

Pridmore, SJ, Slatford, PA, Daniel, A, Whittlesey, MK & Williams, JMJ 2007, 'Ruthenium-catalyzed conversion of 1,4-alkynediols into pyrroles' Tetrahedron Letters, vol 48, no. 29, pp. 5115-5120.
Pridmore, Simon J ; Slatford, Paul A ; Daniel, Aurelie ; Whittlesey, Michael K ; Williams, Jonathan M J. / Ruthenium-catalyzed conversion of 1,4-alkynediols into pyrroles. In: Tetrahedron Letters. 2007 ; Vol. 48, No. 29. pp. 5115-5120
@article{ac469ca425474697976804ba976e6d72,
title = "Ruthenium-catalyzed conversion of 1,4-alkynediols into pyrroles",
abstract = "Various 1,2,5-substituted pyrroles were synthesized from 1,4-alkynediols using a ruthenium-catalyzed isomerization to give the corresponding 1,4-dicarbonyl compds., which undergo in situ cyclization to pyrroles in the presence of amine.",
keywords = "Glycols Role, Ketones Role, Heterocyclization catalysts, Isomerization, RCT (Reactant), Isomerization catalysts (prepn. of pyrroles by ruthenium-catalyzed tandem isomerization/cyclization of alkynediols with amines), 4-, 1, PREP (Preparation) (diketones, alkynediol amine tandem isomerization heterocyclization ruthenium catalyst, RACT (Reactant or reagent) (alkynyl, pyrrole prepn, RACT (Reactant or reagent) (primary, Alcohols Role, Heterocyclization, Amines Role, prepn. of pyrroles by ruthenium-catalyzed tandem isomerization/cyclization of alkynediols with amines), RACT (Reactant or reagent) (1, SPN (Synthetic preparation)",
author = "Pridmore, {Simon J} and Slatford, {Paul A} and Aurelie Daniel and Whittlesey, {Michael K} and Williams, {Jonathan M J}",
year = "2007",
language = "English",
volume = "48",
pages = "5115--5120",
journal = "Tetrahedron Letters",
issn = "0040-4039",
publisher = "Elsevier",
number = "29",

}

TY - JOUR

T1 - Ruthenium-catalyzed conversion of 1,4-alkynediols into pyrroles

AU - Pridmore,Simon J

AU - Slatford,Paul A

AU - Daniel,Aurelie

AU - Whittlesey,Michael K

AU - Williams,Jonathan M J

PY - 2007

Y1 - 2007

N2 - Various 1,2,5-substituted pyrroles were synthesized from 1,4-alkynediols using a ruthenium-catalyzed isomerization to give the corresponding 1,4-dicarbonyl compds., which undergo in situ cyclization to pyrroles in the presence of amine.

AB - Various 1,2,5-substituted pyrroles were synthesized from 1,4-alkynediols using a ruthenium-catalyzed isomerization to give the corresponding 1,4-dicarbonyl compds., which undergo in situ cyclization to pyrroles in the presence of amine.

KW - Glycols Role

KW - Ketones Role

KW - Heterocyclization catalysts

KW - Isomerization

KW - RCT (Reactant)

KW - Isomerization catalysts (prepn. of pyrroles by ruthenium-catalyzed tandem isomerization/cyclization of alkynediols with amines)

KW - 4-

KW - 1

KW - PREP (Preparation) (diketones

KW - alkynediol amine tandem isomerization heterocyclization ruthenium catalyst

KW - RACT (Reactant or reagent) (alkynyl

KW - pyrrole prepn

KW - RACT (Reactant or reagent) (primary

KW - Alcohols Role

KW - Heterocyclization

KW - Amines Role

KW - prepn. of pyrroles by ruthenium-catalyzed tandem isomerization/cyclization of alkynediols with amines)

KW - RACT (Reactant or reagent) (1

KW - SPN (Synthetic preparation)

M3 - Article

VL - 48

SP - 5115

EP - 5120

JO - Tetrahedron Letters

T2 - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 29

ER -