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The Regiochemistry of the Cycloaddition of 4‐R‐Phenacylpyridazinium Ylides to Nonsymmetrical Substituted Olefins
Author(s) -
Caprosu Maria D.,
Olariu Ivona Ghe.,
Mangalagiu Ionel I.,
Constantinescu Mircea A.,
Petrovanu Magda G.
Publication year - 1999
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/(sici)1099-0690(199912)1999:12<3501::aid-ejoc3501>3.0.co;2-#
Subject(s) - regioselectivity , chemistry , cycloaddition , organic chemistry , stereochemistry , medicinal chemistry , catalysis
The regiochemistry of the [3+2] cycloaddition reactions between 4‐R‐phenacylpyridazinium ylides and acrylonitrile has been studied. Theoretical and experimental studies have been performed, both of which show that the reaction is regiospecific. Four new tetrahydropyrrolopyridazine heterocycles have been obtained. The structures of the new compounds were established by elemental (C,H,N) and spectral analyses (IR, 1 H and 13 C NMR, MS).