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Recent Highlights in Ketenimine Chemistry
Author(s) -
Alajarin Mateo,
MarinLuna Marta,
Vidal Angel
Publication year - 2012
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/ejoc.201200383
Subject(s) - ketenimine , chemistry , intramolecular force , ring (chemistry) , nucleophile , nitrile , electrocyclic reaction , nucleophilic addition , pericyclic reaction , reactive intermediate , computational chemistry , stereochemistry , organic chemistry , catalysis
Selected recent developments in the chemistry of ketenimines are presented, demonstrating that heterocumulenes of this class are versatile reactive intermediates in the synthesis of nitrogenated heterocycles. This microreview includes examples of intramolecular nucleophilic and radical additions, biradical cyclizations, 4π‐ and 6π‐electrocyclic ring closures, [2+2], [3+2] and [4+2] cycloadditions, ketenimine‐to‐nitrile rearrangements and 1,3‐X, 1,5‐X and 1,5‐H shifts.