Synthesis of 2-Arylbenzoxazoles via the Palladium-Catalyzed Carbonylation and Condensation of Aromatic Halides and o-Aminophenols
A new synthetic method is reported in which 2-arylbenzoxazoles can be prepared by palladium-catalyzed condensation of aryl halides with o-aminophenols followed by dehydrative cyclization.This method is tolerant of a wide variety of functional groups on either aromatic ring and gives good to excellent yields of products.An aliphatic vicinal amino alcohol gave a bis-acylated product as well as a chlorine-containing product with only a small amount of the desired 2-aryloxazole being formed.Methyl iodide and benzyl bromide gave only alkylated products.
Perry, Robert J.,Wilson, B. David,Miller, Richard J.
p. 2883 - 2887
(2007/10/02)
Synthesis of 2-(4-amidinophenyl)benzofuran, -benzoxazole and -benzothiazole as well as of 2-(4-Amidinobenzyl)benzoxazole
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Wagner,Eppner
p. 285 - 288
(2007/10/02)
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