title: Palladacycle-catalyzed decarboxylative coupling of alkynyl carboxylic acids with aryl chlorides under air.
abstract: A highly efficient and practical protocol for palladacycle-catalyzed decarboxylative coupling of alkynyl carboxylic acids with aryl chlorides was developed. The reaction could proceed smoothly in air within 3 h under optimized reaction conditions (1 mol % of palladacycle, 4 mol % of Xphos, 2.0 equiv of K2CO3 in xylene/H2O), affording the corresponding internal alkynes in mostly good to excellent yields. Remarkably, this result represents the first successful examples of this type of decarboxylative cross-coupling using electron-poor, electron-neutral and even inactive sterically hindered electron-rich aryl chlorides as the starting materials.
authors.affiliation: The College of Chemistry and Molecular Engineering, Henan Key Laboratory of Chemical Biology and Organic Chemistry, Zhengzhou University, Zhengzhou 450052, People's Republic of China.
authors.forename: Xiang
authors.initials: X
authors.lastname: Li
authors.forename: Fan
authors.initials: F
authors.lastname: Yang
authors.forename: Yangjie
authors.initials: Y
authors.lastname: Wu
mesh_terms: D000388:Air; D000480:Alkynes / Q000138:chemical synthesis* / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic; D003653:Decarboxylation; D005296:Ferrous Compounds / Q000737:chemistry; D006841:Hydrocarbons, Aromatic / Q000138:chemical synthesis* / Q000737:chemistry; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*
chemical_list: D000480:Alkynes; D002264:Carboxylic Acids; D005296:Ferrous Compounds; D006841:Hydrocarbons, Aromatic; D006843:Hydrocarbons, Chlorinated; D009942:Organometallic Compounds; D010165:Palladium