title: Synthesis of dibenzo[b,d]pyran-6-ones based on [3 + 3] cyclizations of 1,3-bis(silyl enol ethers) with 3-silyloxy-2-en-1-ones.
abstract: Functionalized dibenzo[b,d]pyran-6-ones were prepared by formal [3 + 3] cyclization of 1,3-bis(silyl enol ethers) with 3-silyloxy-2-en-1-ones or 1,1-diacetylcyclopropane to give functionalized salicylates, Suzuki cross-coupling reactions of the corresponding triflates, and subsequent BBr3-mediated lactonization. A second approach to dibenzo[b,d]pyran-6-ones relies on the [3 + 3] cyclization of 1,3-bis(silyl enol ethers) with 1-(2-methoxyphenyl)-1-(trimethylsilyloxy)alk-1-en-3-ones and subsequent BBr3-mediated lactonization.
authors.affiliation: Institut für Chemie, Universität Rostock, Albert-Einstein-Strasse 3a, 18059 Rostock, Germany.
authors.forename: Ibrar
authors.initials: I
authors.lastname: Hussain
authors.forename: Van Thi Hong
authors.initials: VT
authors.lastname: Nguyen
authors.forename: Mirza Arfan
authors.initials: MA
authors.lastname: Yawer
authors.forename: Tuan Thanh
authors.initials: TT
authors.lastname: Dang
authors.forename: Christine
authors.initials: C
authors.lastname: Fischer
authors.forename: Helmut
authors.initials: H
authors.lastname: Reinke
authors.forename: Peter
authors.initials: P
authors.lastname: Langer
mesh_terms: D001565:Benzoates / Q000737:chemistry; D002625:Chemistry, Organic / Q000379:methods*; D004987:Ethers / Q000737:chemistry; D008956:Models, Chemical; D008968:Molecular Conformation; D010100:Oxygen / Q000737:chemistry; D011714:Pyrans / Q000138:chemical synthesis / Q000737:chemistry*; D012459:Salicylates / Q000737:chemistry; D012821:Silanes / Q000737:chemistry*
chemical_list: D001565:Benzoates; D004987:Ethers; D011714:Pyrans; D012459:Salicylates; D012821:Silanes; D010100:Oxygen