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Aerobic epoxidation and hydroxylation of a pyrrolo[2,1-b]quinazoline under ambient conditions

  • Ryan A. Hawkins
    ,
  • Chad E. Stephens
  • Augusta University
Scholary Output:
Contribution to journal
Article
Peer-review

Open access

Abstract

A pyrrolo[2,1-b]quinazoline has been found to undergo both epoxidation and hydroxylation on the pyrrole nucleus upon simple exposure of an acetone solution to air or oxygen. The oxygenation reaction occurs most readily when the starting compound contains a t-butyl ester at the 3-position, compared to a cyano or phenylsulfonyl. The structure of the product has been confirmed by X-ray crystal analysis.

Publication Information

Output type

Scholary Output:
Contribution to journal
Article
Peer-review

Original language

English (US)

Pages from-to (Number of pages)

Pages 6129-6131 (3 pages)

Journal (Volume, Issue Number)

Tetrahedron Letters (Volume 51, Issue 47)

Publication milestones

  • Published - 11/24/2010

Publication status

Published - 11/24/2010

ISSN

0040-4039

Publication IDs

  • Scopus: 77958512335

Publication metrics

Metrics

SciVal
citations
4
Scopus
citations
SciVal
FWCI
0.10
SciVal
Author count
2
SciVal
Paper percentile
48
Fractional count
1
Fractional count
0.50
Fractional count
1
Fractional count
0.50
Fractional count
1
Fractional count
1

Funding Details

Funding for this research was provided by our Pamplin College of Arts and Sciences and the ASU Foundation . HRMS data was provided by the Mass Spectrometry Facility at Georgia State University. We thank Dr. Kenneth Hardcastle, Emory University X-ray Crystallography Center, for determination of the crystal structure and helpful comments.