Palladium-Catalyzed C-H Bond Functionalization of 6,6-Diphenylfulvenes: An Easier Access to C1-Arylated and C1,C4-Diarylated Fulvenes

Org Lett. 2017 May 19;19(10):2584-2587. doi: 10.1021/acs.orglett.7b00900. Epub 2017 May 8.

Abstract

Conditions allowing the palladium-catalyzed regioselective direct arylation of fulvene derivatives are reported. The nature of the aryl source exhibits an important influence on the yield. The reaction of fulvenes with aryl bromides gave poor yields, whereas the use of benzenesulfonyl chlorides gave rise to fulvenes arylated at C1- and C4-positions on the 5-membered ring in good yields. The reaction tolerates various substituents such as nitrile, nitro, fluoro, trifluoromethyl, chloro, or even bromo on the benzenesulfonyl chloride.

Publication types

  • Research Support, Non-U.S. Gov't