title: Efficient synthesis of 9-aryldihydrophenanthrenes by a cascade reaction involving arynes and styrenes.
abstract: A mild, general, and transition-metal-free protocol for the synthesis of 9,10-dihydrophenanthrenes is reported. The aryne generated by the fluoride-induced 1,2-elimination of 2-(trimethylsilyl)aryl triflates undergoes an efficient cascade reaction initiated by the Diels-Alder reaction with the differently substituted styrenes leading to the formation of 9-aryl-9,10-dihydrophenanthrene derivatives in moderate to good yields.
authors.affiliation: Organic Chemistry Division, and ‡Center for Materials Characterization, CSIR-National Chemical Laboratory , Dr. Homi Bhabha Road, Pune 411008, India.
authors.forename: Sachin Suresh
authors.initials: SS
authors.lastname: Bhojgude
authors.forename: Anup
authors.initials: A
authors.lastname: Bhunia
authors.forename: Rajesh G
authors.initials: RG
authors.lastname: Gonnade
authors.forename: Akkattu T
authors.initials: AT
authors.lastname: Biju
mesh_terms: D061565:Cycloaddition Reaction; D005459:Fluorides / Q000737:chemistry*; D015394:Molecular Structure; D010616:Phenanthrenes / Q000138:chemical synthesis* / Q000737:chemistry; D013343:Styrenes / Q000138:chemical synthesis* / Q000737:chemistry; D014297:Trimethylsilyl Compounds / Q000737:chemistry*
chemical_list: D010616:Phenanthrenes; D013343:Styrenes; D014297:Trimethylsilyl Compounds; D005459:Fluorides