Variation of xanthene-based bidentate ligands in the palladium-catalyzed arylation of ureas

✍ Scribed by Alexey G. Sergeev; Galina A. Artamkina; Irina P. Beletskaya

• Book ID: 104253755
• Publisher: Elsevier Science
• Year: 2003
• Tongue: French
• Weight: 828 KB
• Volume: 44
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(03)01051-7

✦ Synopsis

A series of xanthene-based bidentate ligands containing various substituents on diphenylphosphino groups were synthesized and tested in the palladium-catalyzed arylation reaction of urea with unactivated aryl bromides. It was found that both steric and electronic properties of the ligands have a pronounced effect on the yields and ratios of the products. Arylation of urea and phenylurea with unactivated aryl bromides in the presence of Pd 2 dba 3 •CHCl 3 /3,5-(CF 3 ) 2 Xantphos and Cs 2 CO 3 as base in dioxane at 100°C gave the corresponding N,N%-diarylureas in 62-98% yields.