title: Pd/C-Catalyzed Carbonylative Esterification of Aryl Halides with Alcohols by Using Oxiranes as CO Sources.
abstract: A carbonylative esterification reaction between aryl bromides and alcohols, promoted by Pd/C and NaF in the presence of oxiranes, has been developed. In this process, oxiranes serve as sources of carbon monoxide by their conversion to aldehydes through a palladium-promoted Meinwald rearrangement pathway. Intramolecular versions of this process serve as methods for the synthesis of lactones and phthalimides.
authors.affiliation: Department of Chemistry, Yonsei University, 50 Yonsei-ro, Seodaemun-gu, Seoul, 120-749, Republic of Korea.
authors.forename: Byul-Hana
authors.initials: BH
authors.lastname: Min
authors.affiliation: Department of Chemistry, Yonsei University, 50 Yonsei-ro, Seodaemun-gu, Seoul, 120-749, Republic of Korea.
authors.forename: Dong-Su
authors.initials: DS
authors.lastname: Kim
authors.affiliation: Department of Chemistry, Yonsei University, 50 Yonsei-ro, Seodaemun-gu, Seoul, 120-749, Republic of Korea.
authors.forename: Hyo-Soon
authors.initials: HS
authors.lastname: Park
authors.affiliation: Department of Chemistry, Yonsei University, 50 Yonsei-ro, Seodaemun-gu, Seoul, 120-749, Republic of Korea. Junch@yonsei.ac.kr.
authors.forename: Chul-Ho
authors.initials: CH
authors.lastname: Jun
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D002248:Carbon Monoxide / Q000737:chemistry*; D002384:Catalysis; D004852:Epoxy Compounds / Q000737:chemistry*; D004951:Esterification; D006219:Halogens / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D010797:Phthalimides / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D004852:Epoxy Compounds; D006219:Halogens; D010797:Phthalimides; D010165:Palladium; D002248:Carbon Monoxide
keywords: carbonylation; cross-coupling; cyclization; lactones; palladium