title: Convenient and Simple Esterification in Continuous-Flow Systems using g-DMAP.
abstract: The utility and applicability of polyethylene-g-polyacrylic acid-immobilized dimethylaminopyridine (g-DMAP) as a catalyst in a continuous-flow system were investigated for decarboxylative esterification. High catalytic activity toward acylation was provided by g-DMAP containing a flexible grafted-polymer structure. During decarboxylation, carboxylic acids and alcohols were converted cleanly using di-tert-butyl dicarbonate (Boc2O) as a coupling reagent, which reduced by-products. In addition, the use of Boc2O resulted in the formation of tert-butyl esters. These esterifications dramatically reduced the reaction time under continuous-flow conditions, with a residence time of approximately 2 min. This highly efficient esterification procedure will provide more practical industrial applications.
authors.affiliation: Yokohama University of Pharmacy, Department of Medicinal Chemistry, 601 Matano-cho, Totsuka-ku, Yokohama, 245-0066, Japan.
authors.forename: Yoshinori
authors.initials: Y
authors.lastname: Okuno
authors.affiliation: Yokohama University of Pharmacy, Department of Medicinal Chemistry, 601 Matano-cho, Totsuka-ku, Yokohama, 245-0066, Japan.
authors.forename: Shigeki
authors.initials: S
authors.lastname: Isomura
authors.affiliation: Yokohama University of Pharmacy, Department of Medicinal Chemistry, 601 Matano-cho, Totsuka-ku, Yokohama, 245-0066, Japan.
authors.forename: Anna
authors.initials: A
authors.lastname: Sugamata
authors.affiliation: Yokohama University of Pharmacy, Department of Medicinal Chemistry, 601 Matano-cho, Totsuka-ku, Yokohama, 245-0066, Japan.
authors.forename: Kaoru
authors.initials: K
authors.lastname: Tamahori
authors.affiliation: Yokohama University of Pharmacy, Department of Medicinal Chemistry, 601 Matano-cho, Totsuka-ku, Yokohama, 245-0066, Japan.
authors.forename: Ami
authors.initials: A
authors.lastname: Fukuhara
authors.affiliation: Yokohama University of Pharmacy, Department of Medicinal Chemistry, 601 Matano-cho, Totsuka-ku, Yokohama, 245-0066, Japan.
authors.forename: Miyu
authors.initials: M
authors.lastname: Kashiwagi
authors.affiliation: Yokohama University of Pharmacy, Department of Medicinal Chemistry, 601 Matano-cho, Totsuka-ku, Yokohama, 245-0066, Japan.
authors.forename: Yuuichi
authors.initials: Y
authors.lastname: Kitagawa
authors.affiliation: Yokohama University of Pharmacy, Department of Medicinal Chemistry, 601 Matano-cho, Totsuka-ku, Yokohama, 245-0066, Japan.
authors.forename: Emiri
authors.initials: E
authors.lastname: Kasai
authors.affiliation: Yokohama University of Pharmacy, Department of Medicinal Chemistry, 601 Matano-cho, Totsuka-ku, Yokohama, 245-0066, Japan. k.takeda@hamayaku.ac.jp.
authors.forename: Kazuyoshi
authors.initials: K
authors.lastname: Takeda
mesh_terms: D000180:Acrylic Resins / Q000737:chemistry*; D000215:Acylation; D000438:Alcohols / Q000737:chemistry; D002254:Carbonates / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry; D002384:Catalysis; D003653:Decarboxylation; D004951:Esterification; D015394:Molecular Structure; D011095:Polyethylenes / Q000737:chemistry*; D011725:Pyridines / Q000737:chemistry*
chemical_list: C417980:4-(dimethylamine)pyridine; D000180:Acrylic Resins; D000438:Alcohols; D002254:Carbonates; D002264:Carboxylic Acids; D011095:Polyethylenes; D011725:Pyridines; C083316:(polyethylene-acrylic acid) copolymer; C027600:bis(tert-butoxycarbonyl)oxide
keywords: acylation; dialkyl dicarbonate; dmap; esterification; graft polymer