Abstract

A straightforward reaction sequence consisting of the Wittig olefination of aldehydes utilizing allyltriphenylphosphonium bromide for the generation of 1-substituted 1,3-dienes, cobalt-catalyzed neutral Diels-Alder reaction with terminal and internal alkynes, and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) oxidation of the dihydroaromatic intermediates leads to regiochemically enriched biphenyl, terphenyl, and silyl-functionalized benzene derivatives in good to excellent yields. Starting from a 1,3-diyne and a 1,3-diene, the reaction sequence consisting of cobalt-catalyzed Diels-Alder reaction, DDQ oxidation, and cobalt-catalyzed cyclotrimerization with acetylene gave an axially chiral biphenyl-terphenyl product.

Full Text
Published version (Free)

Talk to us

Join us for a 30 min session where you can share your feedback and ask us any queries you have

Schedule a call