Palladium-catalyzed decarboxylative coupling of alkynyl carboxylic acids and aryl halides.
2-Octynoic acid and phenylpropiolic acid were employed for the palladium-catalyzed decarboxylative coupling reaction and with a variety of aryl halides. The former needed 1,4-bis(diphenylphosphino)butane (dppb) as a ligand and the latter tri-tert-butylphosphine (P(t)Bu(3)), and both required 2 equiv of tetra-n-butylammonium fluoride (TBAF) for full conversion. These reactions showed high reactivities and tolerance of functional groups such as vinyl, ester, ether, ketone, and amine.
Moon
Jeongju
J
Department of Chemistry, Chonnam National University, 300 Yongbong-dong, Buk-gu, Gwangju, 500-757, Republic of Korea.
Jang
Mihee
M
Lee
Sunwoo
S
D000480:Alkynes / Q000138:chemical synthesis* / Q000737:chemistry; D001555:Benzene Derivatives / Q000138:chemical synthesis*; D001969:Bromobenzenes / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D005229:Fatty Acids, Monounsaturated / Q000737:chemistry*; D007462:Iodobenzenes / Q000737:chemistry; D010165:Palladium / Q000737:chemistry; D010666:Phenylpropionates / Q000737:chemistry*
D000480:Alkynes; D001555:Benzene Derivatives; D001969:Bromobenzenes; D002264:Carboxylic Acids; D005229:Fatty Acids, Monounsaturated; D007462:Iodobenzenes; D010666:Phenylpropionates; C060855:2-octynoic acid; D010165:Palladium; C019521:phenylpropiolic acid