Abe Noritaka
Affiliate Master
Yamaguchi University
Reaction of 2-amino- and 2-(substituted amino)-1-azaazulenes with chloro-, phenyl- and diphenyl-ketene
Journal of the Chemical Society. Perkin transactions 1 Volume 1996 Issue 19
Page 2351-2356
published_at 1996
Title
Reaction of 2-amino- and 2-(substituted amino)-1-azaazulenes with chloro-, phenyl- and diphenyl-ketene
Creators
Osaki Ichiro
Creators
Kojima Sawako
Creators
Matsuda Haruhiko
Creators
Sugihara Yoshikazu
Creators
Kakehi Akikazu
Chloro- and phenyl-ketene react with 2-amino-1-azaazulene 1 to give 4,4a-dihydro-1,4a-diazacyclopent[a]azulen-4-one derivatives 2a and 2b as cycloadducts. With 2-alkylamino-1-azaazulenes 4 chloroketene reacts to give anhydro-3-hydroxy-1,3a-diazacyclopent[a]azulenium hydroxide derivatives 5, whereas phenylketene gives 1-alkyl-4-benzyl-4-hydroxy-1,2,3,4-tetrahydro-1,10-diazabenz[a]azulen-2-ones 6, 2-alkylamino-3-phenylacetyl-1-azaazulenes 7 and 1-alkyl-4-benzyl-1,2-dihydro-1,10-diazabenz[a]azulen-2-ones 8. The structures of compounds 5a, 6a and 8a are deduced by X-ray structural analysis. These reactions are interpreted in the terms of the hard-soft-acid-base principle.
Languages
eng
Resource Type
journal article
Publishers
Royal Society of Chemistry
Date Issued
1996
File Version
Not Applicable (or Unknown)
Access Rights
metadata only access
Relations
[ISSN]0300-922X
[NCID]AA00695134
[isVersionOf]
[URI]http://www.rsc.org/Publishing/Journals/P1/Index.asp
Schools
大学院医学系研究科（理学）