Issue 13, 2018

Expedient synthesis of 9,10-phenanthrenes via LiOPiv-promoted and palladium-catalysed aryne annulation by vinyl triflates

Abstract

A novel LiOPiv-promoted and palladium-catalysed formal [2 + 2 + 2] annulation reaction of vinyl triflates and o-silylaryl triflates via aryne intermediates has been developed. This methodology affords good to excellent yields of 9,10-substituted phenanthrenes (including cyclohexa[l]phenanthrenes) and is tolerant of a variety of functional groups such as ester, cyano, and ketone.

Graphical abstract: Expedient synthesis of 9,10-phenanthrenes via LiOPiv-promoted and palladium-catalysed aryne annulation by vinyl triflates

Supplementary files

Article information

Article type
Research Article
Submitted
10 Apr 2018
Accepted
15 May 2018
First published
16 May 2018

Org. Chem. Front., 2018,5, 2045-2050

Expedient synthesis of 9,10-phenanthrenes via LiOPiv-promoted and palladium-catalysed aryne annulation by vinyl triflates

J. Hu, B. Zheng, Y. Chen and Q. Xiao, Org. Chem. Front., 2018, 5, 2045 DOI: 10.1039/C8QO00368H

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