title: Cu-Catalyzed Consecutive Hydroxylation and Aerobic Oxidative Cycloetherification under Microwave Conditions: Entry to 2-Arylbenzofuran-3-carboxylic Acids.
abstract: A convenient one-pot synthesis of 2-arylbenzofuran-3-carboxylic acids from (E)-2-(2-bromophenyl)-3-phenylacrylic acids via Cu-catalyzed consecutive hydroxylation and aerobic oxidative cycloetherification under microwave conditions has been developed. This protocol employed the reagent combination of Cu(OAc)2, 1,10-phen, and KOH in DMSO/H2O (1:1), all of which are cost-effective, readily available, and easily removable from the reaction mixture. Utilizing this synthetic protocol, various 2-arylbenzofuran-3-carboxylic acids as well as the natural product moracin M have been synthesized in satisfactory yields under mild conditions.
authors.affiliation: †Guangzhou Institute of Chemistry, Chinese Academy of Science, Guangzhou 510650, China.|§University of Chinese Academy of Sciences, Beijing 100039, China.
authors.forename: Tianlong
authors.initials: T
authors.lastname: Xu
authors.affiliation: †Guangzhou Institute of Chemistry, Chinese Academy of Science, Guangzhou 510650, China.|§University of Chinese Academy of Sciences, Beijing 100039, China.
authors.forename: Ensheng
authors.initials: E
authors.lastname: Zhang
authors.affiliation: †Guangzhou Institute of Chemistry, Chinese Academy of Science, Guangzhou 510650, China.|§University of Chinese Academy of Sciences, Beijing 100039, China.
authors.forename: Dejian
authors.initials: D
authors.lastname: Wang
authors.affiliation: ∥New Drug Research and Development Center, School of Pharmacy, Second Military Medical University, Shanghai, China.
authors.forename: Yan
authors.initials: Y
authors.lastname: Wang
authors.affiliation: ‡School of Pharmaceutical Science, Sun Yat-sun University, Guangzhou 510006, China.
authors.forename: Yong
authors.initials: Y
authors.lastname: Zou
mesh_terms: D001572:Benzofurans / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D004987:Ethers / Q000138:chemical synthesis* / Q000737:chemistry; D006900:Hydroxylation; D008872:Microwaves; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction
chemical_list: D001572:Benzofurans; D004987:Ethers; D009942:Organometallic Compounds; D003300:Copper