1,2-Aminohalogenation of arynes with amines and organohalides?

Chemical Communications Pub Date: 2019-08-27 DOI: 10.1039/C9CC05505C

Abstract

An unprecedented use of inexpensive organohalides as halogen electrophiles to trap the zwitterion intermediates generated from amines and arynes has been developed to access structurally diverse tertiary 2-haloanilines. Effective organohalides include carbon tetrachloride, hexachloroethane, N-chlorosuccinimide, carbon tetrabromide, fluorotribromomethane, N-bromosuccinimide, carbon tetraiodide, and N-iodosuccinimide.

Graphical abstract: 1,2-Aminohalogenation of arynes with amines and organohalides
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