Biaryl Synthesis via Direct Arylation:  Establishment of an Efficient Catalyst for Intramolecular Processes

• Published in: Journal of the American Chemical Society Vol. 126; no. 30; pp. 9186 - 9187
• Main Authors: Campeau, Louis-Charles, Parisien, Mathieu, Leblanc, Melissa, Fagnou, Keith
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 04.08.2004; Amer Chemical Soc
• Subjects: Chemistry; Chemistry, Multidisciplinary; Exact sciences and technology; Organic chemistry; Physical Sciences; Science & Technology; FUNCTIONALIZATION; MIGRATION; ABSOLUTE; ANTIBIOTICS; PHENOLS; ARYL HALIDES; FUSED POLYCYCLES; C-H ACTIVATION; BROMIDES; CYCLIZATION; Intramolecular reaction; Platinoid Compounds; Arylation; Catalytic reaction; Catalyst selectivity; Transition metal Compounds; Complex catalyst; Experimental study; Palladium compound; Catalyst activity
• ISSN: 0002-7863; 1520-5126
• DOI: 10.1021/ja049017y

In this Communication, we describe direct arylation reactions with improved scope and catalyst activity for the intramolecular formation of biaryl compounds. This was achieved through the establishment of a highly active and robust catalyst system and the subsequent development of a novel phosphine ligand 27. The enhanced catalytic activity extends these transformations to include previously unreactive and poorly reactive substrates, and allows for very low catalyst loadings to be employedas little as 0.1 mol %.