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2.6.2.1.1.2 Synthesis of 2,3,4-Substituted Furans

DOI: 10.1055/sos-SD-211-00219

Arndtsen, B. A.; Tjutrins, J.Science of Synthesis: Multicomponent Reactions, (20142477.

The palladium-catalyzed synthesis of tetrahydrofurans described in Section 2.6.2.1.1.1 can be coupled with subsequent base-mediated decarboxylation to generate polysubstituted furans (Scheme 3).[‌20‌] This reaction also employs catalytic dichlorobis(triphenylphosphine)palladium(II), and potassium tert-butoxide as the base is effective at mediating decarboxylation (which is followed by ethoxide loss) to form furans 2 with high selectivity. A number of aryl iodides and substituted propargyl alcohols can be used in this reaction; however, only one alkene was employed.

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