Organic Chemistry Portal



Regioselective Cobalt-Catalyzed Diels-Alder Reaction towards 1,3-Disubstituted and 1,2,3-Trisubstituted Benzene Derivatives

Gerhard Hilt*, Michael Danz

*Fachbereich Chemie, Philipps-Universität Marburg, Hans-Meerwein Straße, 35043 Marburg, Germany, Email:

G. Hilt, M. Danz, Synthesis, 2008, 2257-2263.

DOI: 10.1055/s-2008-1078450


A cobalt-catalyzed neutral Diels-Alder reaction of dienes derived from aldehydes with terminal and internal alkynes, and DDQ oxidation of the dihydroaromatic intermediates leads to regiochemically enriched biphenyl, terphenyl, and silyl-functionalized benzene derivatives in good to excellent yields.

see article for more examples

Alkynylboronic Esters as Efficient Dienophiles in Cobalt-Catalyzed Diels-Alder Reactions

G. Hilt, K. I. Smolko, Angew. Chem. Int. Ed., 2003, 42, 2795-2797.

Key Words

Diels-Alder Reaction, Cyclization, Biaryls, DDQ

ID: J66-Y2008-1930