Recent advances in direct C–H arylation: Methodology, selectivity and mechanism in oxazole series

• Cécile Verrier,
• Pierrik Lassalas,
• Laure Théveau,
• Guy Quéguiner,
• François Trécourt,
• Francis Marsais and
• Christophe Hoarau

Beilstein J. Org. Chem. 2011, 7, 1584–1601, doi:10.3762/bjoc.7.187

• in this article. Methodologies, selectivity, mechanism and future aspects are presented. Keywords: ate complex; catalytic direct arylation; mechanism; oxazole; selectivity; transition-metal catalysis; Introduction Deprotonative metalation of aromatics is widely used as a powerful method for

• ]. Over the past decade, alternatives for more expeditive, practical and chemoselective arylating technics have arisen, thanks mainly to the great development of novel, stoichiometric and catalytic, direct arylation methodologies (Scheme 1). Thus novel classes of metallating agents resulting from various

• group also occurred subsequently at the C5 position, exclusively producing the 2,4,5-triphenyloxazole. Fagnou then reported the direct C4-phenylation of 2,5-diphenyloxazole with phenylbromide by using a general catalysis that had proved to be useful in catalytic direct arylation of azoles (Scheme 17