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Abe Noritaka

Affiliate Master Yamaguchi University

Reaction of 8-amino-3-phenyl-1-azaazulene with chloro-, phenyl-, and diphenylketene

Heterocycles Volume 59 Issue 1 Page 199-206
published_at 2003
2007020180.pdf
[fulltext] 3.28 MB
Title
Reaction of 8-amino-3-phenyl-1-azaazulene with chloro-, phenyl-, and diphenylketene
Creators Abe Noritaka
Creators Otani Akifumi
Creators Nagai Taizo
Creators Fujii Hiroyuki
Chloroketene reacted with 8-amino-3-phenyl-1-azaazulene (1) to give 2,2a-dihydro-2a-azacyclopent[cd]azulen-2-one derivative (2a), as a cycloadduct, along with ethyl (3-phenyl-1-azaazulen-8-yl)aminocarboxylate (3a) and 8-chloroacetylamino-3-phenyl-1-azaazulene (4a). Compound (2a) was formed by the reaction of 4a with chloroketene. Formation mechanism of 2a, 3a and 4 was discussed. Phenylketene and diphenylketene reacted with 1 to give 8-phenylacetylamino-(4b) and 8-diphenylacetylamino-3-phenyl-1-azaazulene (6) as major products, respectively. Further treatment of 6 with diphenylketene gave 2-diphenylmethylene-4-phenyl-2,2a-dihydro-1,2a-diazacyclopent[cd]azulene (7).
Languages eng
Resource Type journal article
Publishers 日本複素環化学研究所
Date Issued 2003
File Version Version of Record
Access Rights open access
Relations
[ISSN]0385-5414
[NCID]AA00663739
Schools 大学院医学系研究科(理学) 総合科学実験センター