STRUCTURES OF ABNORMAL-ADDITION AND NORMAL-ADDITION 1-PYRAZOLINES PRODUCED FROM 2-CYANO-3,3-DI-(OR MONO)-SUBSTITUTED-ACRYLATES WITH DIAZOALKANES

Authors
NAGAI W HIRATA Y HOSOMI K HIGUCHI T
Citation
W. Nagai et al., STRUCTURES OF ABNORMAL-ADDITION AND NORMAL-ADDITION 1-PYRAZOLINES PRODUCED FROM 2-CYANO-3,3-DI-(OR MONO)-SUBSTITUTED-ACRYLATES WITH DIAZOALKANES, Journal of heterocyclic chemistry, 31(1), 1994, pp. 225-231
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of heterocyclic chemistry → ACNP
ISSN journal
0022152X
Volume
31
Issue
1
Year of publication
1994
Pages
225 - 231
Database
ISI
SICI code
0022-152X(1994)31:1<225:SOAAN1>2.0.ZU;2-U
Abstract
Reactions of methyl 2-cyano-3-methyl-3-(substituted-phenyl)acrylates ( 1) with 1-phenyldiazoethane (2) produced the stable abnormal-addition 1-pyrazolines, AP, 4 [1]. The structure of cis-syn-4a (X = NO2) was de termined by X-ray crystallography. Thermal decomposition of 4 results in ''true cycloreversion'' to the starting materials. Stereochemistry and decomposition of the normal-addition 1-pyrazolines, NP, produced i n situ from 2-cyano-3-(p-substituted-phenyl)acrylates and diazoalkanes , are also discussed.