title: One-Pot Cannizzaro Cascade Synthesis of ortho-Fused Cycloocta-2,5-dien-1-ones from 2-Bromo(hetero)aryl Aldehydes.
abstract: An intramolecular Cannizzaro-type hydride transfer to an in situ prepared allene enables the synthesis of ortho-fused 4-substituted cycloocta-2,5-dien-1-ones with unprecedented technical ease for an eight-ring carboannulation. Various derivatives could be obtained from commercially available (hetero)aryl aldehydes, trimethylsilylacetylene, and simple propargyl chlorides in good yields.
authors.affiliation: School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD (UK).
authors.forename: Laurence
authors.initials: L
authors.lastname: Burroughs
authors.affiliation: School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD (UK).
authors.forename: Lee
authors.initials: L
authors.lastname: Eccleshare
authors.affiliation: School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD (UK).
authors.forename: John
authors.initials: J
authors.lastname: Ritchie
authors.affiliation: School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD (UK).
authors.forename: Omkar
authors.initials: O
authors.lastname: Kulkarni
authors.affiliation: School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD (UK).
authors.forename: Barry
authors.initials: B
authors.lastname: Lygo
authors.affiliation: School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD (UK). simon.woodward@nottingham.ac.uk.
authors.forename: Simon
authors.initials: S
authors.lastname: Woodward
authors.affiliation: School of Chemistry, University of Nottingham, University Park, Nottingham NG7 2RD (UK).
authors.forename: William
authors.initials: W
authors.lastname: Lewis
keywords: aldehydes; annulation; carbocycles; medium-ring compounds; synthetic methods