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rdf:type |
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lifeskim:mentions |
umls-concept:C0010546,
umls-concept:C0220781,
umls-concept:C0243072,
umls-concept:C0244485,
umls-concept:C0330390,
umls-concept:C0331881,
umls-concept:C0733755,
umls-concept:C1257890,
umls-concept:C1310723,
umls-concept:C1704689,
umls-concept:C1883254
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pubmed:issue |
24
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pubmed:dateCreated |
2007-11-28
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pubmed:abstractText |
o-Formyl-substituted beta,beta-difluorostyrenes readily react with NH(2)OH.HCl or NH(4)OAc to afford 3-fluoroisoquinoline derivatives in good yield via (i) the formation of the corresponding oximes or imines and (ii) subsequent intramolecular replacement of a vinylic fluorine by the sp(2) nitrogen of the iminomethyl group (HON=CH- or HN=CH-). Beta,beta-Difluorostyrenes bearing an o-diazenyl group (HN=N-), generated by reduction of the corresponding diazonium ions, undergo a similar substitution to afford 3-fluorinated cinnolines.
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pubmed:language |
eng
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pubmed:journal |
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pubmed:citationSubset |
IM
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pubmed:chemical |
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pubmed:status |
MEDLINE
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pubmed:month |
Dec
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pubmed:issn |
1477-0520
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pubmed:author |
|
|
pubmed:issnType |
Print
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pubmed:day |
21
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pubmed:volume |
5
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
|
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pubmed:pagination |
3956-62
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pubmed:meshHeading |
|
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pubmed:year |
2007
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pubmed:articleTitle |
Intramolecular cyclization of beta,beta-difluorostyrenes bearing an iminomethyl or a diazenyl group at the ortho position: synthesis of 3-fluorinated isoquinoline and cinnoline derivatives.
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pubmed:affiliation |
Department of Chemistry, Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba, Ibaraki 305-8571, Japan. junji@chem.tsukuba.ac.jp
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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