Polycyclic Heteroaromatics from Reactions of Acylbenzotriazoles with Aryl Isocyanates

N-Acylbenzotriazoles react with aryl isocyanates to form, depending on the type of acyl group, compounds based on five different classes of polycyclic heteroaromatics. Higher alkanoyl-, acetyl-, acetoacetyl-, aroyl-, and cinnamoylbenzotriazoles yield, respectively, derivatives of quinoline, pyrimidi...

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Bibliographic Details
Published in:Journal of organic chemistry Vol. 65; no. 23; pp. 8069 - 8073
Main Authors: Katritzky, Alan R, Huang, Tian-Bao, Voronkov, Michael V, Steel, Peter J
Format: Journal Article
Language:English
Published: United States American Chemical Society 17-11-2000
Online Access:Get full text
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Summary:N-Acylbenzotriazoles react with aryl isocyanates to form, depending on the type of acyl group, compounds based on five different classes of polycyclic heteroaromatics. Higher alkanoyl-, acetyl-, acetoacetyl-, aroyl-, and cinnamoylbenzotriazoles yield, respectively, derivatives of quinoline, pyrimidino[5,4-c]quinoline, benzo[b]-1,8-naphthyridine, phenanthridine, and indolo[2,3-b]quinoline by incorporating 3, 3, 4, 2, and 2 molecules, respectively, of the isocyanate per acylbenzotriazole molecule.
Bibliography:ark:/67375/TPS-6RG7TML3-Q
istex:0E152162D711FB07DEDE5EB6827C80F02AE5FB29
ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:0022-3263
1520-6904
DOI:10.1021/jo0009604