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Hexafluoro‐2‐propanol Promotes para ‐Selective C–H Amination of Free Anilines with Azodicarboxylates
Author(s) -
Tang RenJin,
Milcent Thierry,
Crousse Benoit
Publication year - 2017
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.201700794
Subject(s) - amination , reagent , chemistry , regioselectivity , catalysis , combinatorial chemistry , organic chemistry , compatibility (geochemistry) , propanol , medicinal chemistry , chemical engineering , ethanol , engineering
An effective, mild, and clean method for the C–H amination of free anilines with azodicarboxylates in 1,1,1,3,3,3‐hexafluoro‐2‐propanol (HFIP) without the need for any additional catalysts or reagents was developed. The reaction was found to be highly regioselective and provided a series of p ‐aminophenylhydrazine derivatives in excellent yields. Moreover, compatibility with a free amino group makes this protocol an attractive strategy in synthetic chemistry.