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Direct conversion of hydroxy aromatic compounds to heteroarylamines via a one‐pot smiles rearrangement procedure
Author(s) -
Weidner John J.,
Peet Norton P.
Publication year - 1997
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570340636
Subject(s) - chemistry , smiles rearrangement , scope (computer science) , yield (engineering) , hydrolysis , combinatorial chemistry , organic chemistry , materials science , computer science , metallurgy , programming language
8‐Hydroxyquinoline ( 9 ) was converted to 8 ‐aminequinoline ( 10 ) in a one‐pot procedure involving alleviation with 2‐bromo‐2‐methylpropionamide ( 2 ) followed by Smiles rearrangement and hydrolysis, in 41% yield. The scope and limitations of this new procedure were explored with additional hydroxyquinolines.