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Reactions of Vinyl Azides
Author(s) -
L'abbé Gerrit
Publication year - 1975
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.197507751
Subject(s) - electrophile , nucleophile , azide , chemistry , reactivity (psychology) , intramolecular force , double bond , photodissociation , thermal decomposition , photochemistry , cycloaddition , decomposition , reactive intermediate , organic chemistry , catalysis , medicine , alternative medicine , pathology
This review is designed to demonstrate the versatility of vinyl azides in organic reactions. The reactive azide function is susceptible to thermolysis, photolysis, cycloadditions, and attack by nucleophiles and electrophiles. The neighboring double bond accentuates the reactivity of the azide function and provides additional intramolecular pathways for reaction. Last but not least, the presence of an appreciable electron density at the β‐vinyl carbon makes this class of compounds comparable with enamines in their reactions with electrophiles and 1,3‐dipoles.