Manganese-Catalyzed Carbonylation of Unactivated Alkyl Bromides with Alkylidenecyclopropanes

The transition-metal-catalyzed carbonylation
reaction has emerged
as a powerful method for the construction of carbonyl compounds. However,
very few examples have worked for the carbonylative coupling of organic
halides with alkenes. We report herein the Mn-catalyzed carbonylation
of unactivated alkyl bromides with alkylidenecyclopropanes. It represents
the rare progress on the Mn-catalyzed carbonylation of alkyl bromides
with a carbon nucleophile. A broad range of primary and secondary
alkyl bromides reacted smoothly with ACPs to afford 1,2-dihydronaphthalene
derivatives in good yields. The broad applicability of this protocol
was further highlighted by the late-stage modification of several
natural products and pharmaceuticals.