Unprecedentedly mild direct Pd-catalyzed arylation of oxazolo[4,5-b]pyridine

Pd-catalyzed C-2 arylation of oxazolo[4,5-b]pyridine proceeds efficiently at 30 degrees C and tolerates a variety of aryl halides, including derivatized amino acids for which no racemization was observed during the reaction. Experimental evidence for facile deprotonation of oxazolo[4,5-b]pyridine under the reaction conditions is presented and the nature of the anionic intermediates is computationally examined. (c) 2006 Elsevier Ltd.

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