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o ‐Iodoxybenzoic Acid Mediated N ‐Arylation of Aromatic Amines by Using Arylhydrazines as the Arylating Counterpart
Author(s) -
Jadhav Ravindra R.,
Huddar Sameera.,
Akamanchi Krishnacharya G.
Publication year - 2013
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.201300917
Subject(s) - chemistry , radical , scope (computer science) , organic chemistry , combinatorial chemistry , aryl , base (topology) , mathematical analysis , alkyl , mathematics , computer science , programming language
Through free‐radical trapping experiments we have established, for the first time, the combination of arylhydrazines with o ‐iodoxybenzoic acid (IBX) for the generation of aryl free radicals. On the basis of this finding, a method was developed for the N ‐arylation of aromatic amines under mild conditions (base‐free, –5 °C) by using arylhydrazines as the arylating counterpart and arylamines. The scope of this method was demonstrated by using a number of arylhydrazines and arylamines, which gave the N ‐arylated amines in good yields.