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Examination of the dipolarophilicity of ethylene and nitrile functions in the cycloaddition of mesitonitrile oxide to isopropylidenemalononitrile
Author(s) -
Lianis P. S.,
Rodios N. A.,
Alexandrou N. E.
Publication year - 1989
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570260631
Subject(s) - nitrile , chemistry , cycloaddition , ethylene , ethylene oxide , character (mathematics) , oxide , organic chemistry , medicinal chemistry , catalysis , geometry , mathematics , copolymer , polymer
Mesitonitrile oxide reacts with isopropylidenemalononitrile to give mono‐ and bis‐1,2,4‐oxadiazole derivatives 2 and 3 and Δ 2 ‐soxazolines 4 and 5 in moderate yields. The dipolarophilic character of the ethylene and nitrile functions in these cycloadditions is examined.