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Anion Induced Dediazotization of In Situ Generated Aniline Diazonium Compounds in Direct C–H Arylation of Heteroarenes: An Experimental and Computational Study
Author(s) -
Kharade Anuradha,
Patil Manish,
Patil Mahendra
Publication year - 2017
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201700045
Subject(s) - aniline , chemistry , hydrogen peroxide , in situ , aryl , diazonium compounds , combinatorial chemistry , ion , photochemistry , aniline compounds , radical , organic chemistry , alkyl
Abstract Direct C–H arylation of heteroarenes with in situ generated diazonium compounds has been accomplished in the presence of hydrogen peroxide as an additive. The scope and limitation of this method were examined for several electron deficient aniline and electron rich heteroarenes. Computational studies revealed an intriguing mechanism for the generation of aryl radical from in situ generated aniline diazonium compounds.