Pd-CatalyzedCross-Coupling of Cyclopropanols with2‑Br‑<i>p</i>‑Quinone Methides/2-Br-CinnamateEsters Followed by a 1,6- and 1,4-Conjugate Addition Reaction

A novel cascade Pd-catalyzed cross-coupling reaction of cyclopropyl alcohol-derived ketone homoenolate with 2-Br-<i>p</i>-quinone methides and 2-Br-cinnamate esters followed by a 1,6- and 1,4-conjugate addition reaction is disclosed. This protocol converts various cyclopropyl alcohols into ketone homoenolate, which undergoes C–C bond formation by a cross-coupling reaction with 2-Br <i>p</i>-quinone methides and 2-Br-cinnamate esters. The salient features of this methodology include its operational simplicity, mild reaction conditions, an environmentally benign protocol, high efficiency, good to excellent yields, and a wide substrate scope.