title: Direct Cross-Couplings of Propargylic Diols.
abstract: [Pd(PPh3 )4 ] catalyzes a Suzuki-Miyaura-like twofold cross-coupling sequence between underivatized propargylic diols and either aryl or alkenyl boronic acids to furnish highly substituted 1,3-dienes. Thus, 2,3-diaryl-1,3-butadienes and their dialkenic congeners ([4]dendralenes) are delivered in a (pseudo)halogen-free, single-step synthesis which supersedes existing methods. Allenols are also readily formed. Treatment of these single- and twofold cross-coupled products with acid leads to remarkably short syntheses of highly-substituted benzofulvenes and aryl indenes, respectively.
authors.affiliation: Research School of Chemistry, Australian National University, Canberra, ACT, 2601, Australia.
authors.forename: Nicholas J
authors.initials: NJ
authors.lastname: Green
authors.affiliation: Research School of Chemistry, Australian National University, Canberra, ACT, 2601, Australia.
authors.forename: Anthony C
authors.initials: AC
authors.lastname: Willis
authors.affiliation: Research School of Chemistry, Australian National University, Canberra, ACT, 2601, Australia. michael.sherburn@anu.edu.au.
authors.forename: Michael S
authors.identifier: 0000-0001-5098-0703
authors.initials: MS
authors.lastname: Sherburn
keywords: alkenes; allenes; cross-coupling; palladium; synthetic methods