Regioselective Multicomponent Synthesis of 2,4,6‐Trisubstituted Phenols from Fischer Alkynyl Carbene Complexes

Abstract

A series of 2,4,6-trisubstituted phenols 7a-7p has been prepared in moderate to good yields (23-77 %) by a retroDiels-Alder reaction from hindered tricyclic alcohols 6a-6q, using mild acidic conditions. The tricyclic alcohols were obtained by reduction of highly functionalized cyclohexadienones 5a-5q, which in turn were regioselectively prepared under mild conditions in high yields by treatment of a series of stable chromium(0) and tungsten(0) Fischer dienyl carbenes 4a-4g with different terminal alkynes 3a-3l. Carbenes 4a-4g were pre-

The Dötz Benzannulation Reaction: A Booming Methodology for Natural Product Synthesis

“…The Dötz benzannulation is driven by thermal energy for synthesizing phenols and its congeners from aromatic or vinylicalkoxy Fischer carbene complexes and functionalized alkynes as depicted in the Scheme . These phenol derivatives can further be transformed into the corresponding valuable quinones by simple oxidation method.…”