Diversity-oriented decoration of pyrrolo[1,2-a]pyrazines

Sujin Park, Youngeun Jung, Ikyon Kim

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

Diversity-oriented synthesis of a chemical library based on a pyrrolo[1,2-a]pyrazine core is described by using palladium-catalyzed direct C6 arylation of pyrrolo[1,2-a]pyrazines with various aryl bromides. The starting materials, pyrrolo[1,2-a]pyrazines, were easily synthesized by the base-mediated N-alkylation of pyrrole-2-carboxaldehyde with several 2-bromoacetophenones followed by dehydrative cyclization with incorporation of nitrogen by the action of ammonium acetate. Introduction of other functional groups on this chemical scaffold is also discussed herein.

Original languageEnglish
Pages (from-to)7534-7550
Number of pages17
JournalTetrahedron
Volume70
Issue number41
DOIs
Publication statusPublished - 2014 Oct 14

Fingerprint

Pyrazines
Small Molecule Libraries
Cyclization
Alkylation
Palladium
Bromides
Scaffolds
Functional groups
Nitrogen

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Park, Sujin ; Jung, Youngeun ; Kim, Ikyon. / Diversity-oriented decoration of pyrrolo[1,2-a]pyrazines. In: Tetrahedron. 2014 ; Vol. 70, No. 41. pp. 7534-7550.
@article{a5bf5594c7734ec1ae3817e02209494c,
title = "Diversity-oriented decoration of pyrrolo[1,2-a]pyrazines",
abstract = "Diversity-oriented synthesis of a chemical library based on a pyrrolo[1,2-a]pyrazine core is described by using palladium-catalyzed direct C6 arylation of pyrrolo[1,2-a]pyrazines with various aryl bromides. The starting materials, pyrrolo[1,2-a]pyrazines, were easily synthesized by the base-mediated N-alkylation of pyrrole-2-carboxaldehyde with several 2-bromoacetophenones followed by dehydrative cyclization with incorporation of nitrogen by the action of ammonium acetate. Introduction of other functional groups on this chemical scaffold is also discussed herein.",
author = "Sujin Park and Youngeun Jung and Ikyon Kim",
year = "2014",
month = "10",
day = "14",
doi = "10.1016/j.tet.2014.08.003",
language = "English",
volume = "70",
pages = "7534--7550",
journal = "Tetrahedron",
issn = "0040-4020",
publisher = "Elsevier Limited",
number = "41",

}

Diversity-oriented decoration of pyrrolo[1,2-a]pyrazines. / Park, Sujin; Jung, Youngeun; Kim, Ikyon.

In: Tetrahedron, Vol. 70, No. 41, 14.10.2014, p. 7534-7550.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Diversity-oriented decoration of pyrrolo[1,2-a]pyrazines

AU - Park, Sujin

AU - Jung, Youngeun

AU - Kim, Ikyon

PY - 2014/10/14

Y1 - 2014/10/14

N2 - Diversity-oriented synthesis of a chemical library based on a pyrrolo[1,2-a]pyrazine core is described by using palladium-catalyzed direct C6 arylation of pyrrolo[1,2-a]pyrazines with various aryl bromides. The starting materials, pyrrolo[1,2-a]pyrazines, were easily synthesized by the base-mediated N-alkylation of pyrrole-2-carboxaldehyde with several 2-bromoacetophenones followed by dehydrative cyclization with incorporation of nitrogen by the action of ammonium acetate. Introduction of other functional groups on this chemical scaffold is also discussed herein.

AB - Diversity-oriented synthesis of a chemical library based on a pyrrolo[1,2-a]pyrazine core is described by using palladium-catalyzed direct C6 arylation of pyrrolo[1,2-a]pyrazines with various aryl bromides. The starting materials, pyrrolo[1,2-a]pyrazines, were easily synthesized by the base-mediated N-alkylation of pyrrole-2-carboxaldehyde with several 2-bromoacetophenones followed by dehydrative cyclization with incorporation of nitrogen by the action of ammonium acetate. Introduction of other functional groups on this chemical scaffold is also discussed herein.

UR - http://www.scopus.com/inward/record.url?scp=84907079838&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84907079838&partnerID=8YFLogxK

U2 - 10.1016/j.tet.2014.08.003

DO - 10.1016/j.tet.2014.08.003

M3 - Article

VL - 70

SP - 7534

EP - 7550

JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

IS - 41

ER -