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

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Abstract

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. All rights reserved.
Original languageEnglish
JournalTetrahedron Letters
Volume47
Issue number17
Pages (from-to)2929-2932
ISSN0040-4039
DOIs
Publication statusPublished - 2006

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