title: Preparation of Furo[3,2-c]coumarins from 3-Cinnamoyl-4-hydroxy-2H-chromen-2-ones and Acyl Chlorides: A Bu3P-Mediated C-Acylation/Cyclization Sequence.
abstract: A Bu3P-mediated cyclization reaction of 3-cinnamoyl-4-hydroxy-2H-chromen-2-ones though electrophilic addition of acyl chlorides towards the synthesis of highly functionalized furo[3,2-c]coumarins bearing a phosphorus ylide moiety is described. These unprecedented cyclization reaction proceeds under mild reaction conditions within short reaction times (1 min to 1 h), and can be further applied in the synthesis of alkenyl-substituted furo[3,2-c]coumarins by the treatment with carbonyl electrophiles under basic conditions.
authors.affiliation: Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Tingchow Road, Taipei 11677 (Taiwan, R.O.C.).
authors.forename: Chia-Jui
authors.initials: CJ
authors.lastname: Lee
authors.affiliation: Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Tingchow Road, Taipei 11677 (Taiwan, R.O.C.).
authors.forename: Cheng-Che
authors.initials: CC
authors.lastname: Tsai
authors.affiliation: Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Tingchow Road, Taipei 11677 (Taiwan, R.O.C.).
authors.forename: Shao-Hao
authors.initials: SH
authors.lastname: Hong
authors.affiliation: Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Tingchow Road, Taipei 11677 (Taiwan, R.O.C.).
authors.forename: Geng-Hua
authors.initials: GH
authors.lastname: Chang
authors.affiliation: Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Tingchow Road, Taipei 11677 (Taiwan, R.O.C.).
authors.forename: Mei-Chun
authors.initials: MC
authors.lastname: Yang
authors.affiliation: Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Tingchow Road, Taipei 11677 (Taiwan, R.O.C.).
authors.forename: Lennart
authors.initials: L
authors.lastname: Möhlmann
authors.affiliation: Department of Chemistry, National Taiwan Normal University, 88, Sec. 4, Tingchow Road, Taipei 11677 (Taiwan, R.O.C.). wenweilin@ntnu.edu.tw.
authors.forename: Wenwei
authors.initials: W
authors.lastname: Lin
mesh_terms: D000215:Acylation; D002384:Catalysis; D002712:Chlorides / Q000138:chemical synthesis / Q000737:chemistry*; D002867:Chromones / Q000138:chemical synthesis / Q000737:chemistry*; D003500:Cyclization; D011564:Furocoumarins / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D002712:Chlorides; D002867:Chromones; D011564:Furocoumarins
keywords: acylation; cyclizations; heterocycles; ylides; zwitterion