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Convenient and improved halogenation of 3,5-diarylisoxazoles using N-halosuccinimides

  • Ruth Ann Day
    ,
  • Jacqueline A. Blake
    ,
  • Chad E. Stephens(corresponding author)
*Corresponding author for this work
  • Georgia State University
Scholary Output:
Contribution to journal
Article
 Peer-review

Abstract

The convenient C-4 halogenation of 3,5-diarylisoxazoles using N-halosuccinimides (NBS, NCS, or NIS) in acetic acid is described. A strong acid catalyst was required for efficient halogenation of some isoxazoles depending on the substituent on the 5-phenyl ring. Finally, the 4-iodoisoxazoles were found to undergo a novel proto-deiodination upon heating in the presence of H2SO4.

Publication Information

Output type

Scholary Output:
Contribution to journal
Article
 Peer-review

Original language

English (US)

Pages from-to (Number of pages)

Pages 1586-1590 (5 pages)

Journal (Volume, Issue Number)

Synthesis (Issue 10)

Publication milestones

  • Published - 2003

Publication status

Published - 2003

ISSN

0039-7881

Publication IDs

  • Scopus: 0042243698

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Publication metrics

Metrics

SciVal
citations
37
Fractional count
1
Fractional count
0.33
Fractional count
2
Fractional count
0.67
Fractional count
1
Fractional count
1
Scopus
citations
43, opens in new tab
SciVal
FWCI
0.80
SciVal
Author count
3
SciVal
Paper percentile
81

PlumX, opens in new tab

Citation count
43
Captures
19