Efficient synthesis of 9-aryldihydrophenanthrenes by a cascade reaction involving arynes and styrenes

TitleEfficient synthesis of 9-aryldihydrophenanthrenes by a cascade reaction involving arynes and styrenes
Publication TypeJournal Article
Year of Publication2014
AuthorsBhojgude, SSuresh, Bhunia, A, Gonnade, RG, Biju, AT
JournalOrganic Letters
Volume16
Issue3
Pagination676-679
Date PublishedFEB
ISSN1523-7060
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.

DOI10.1021/ol4033094
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

7.03

Divison category: 
Center for Material Characterization (CMC)
Organic Chemistry