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A palladium-catalyzed cross-coupling reaction of cyclobutenone -tosylhadrazones with organohalides is disclosed. The protocol involves the generation of a strained allylpalladium intermediate from readily available starting materials through palladium carbene migratory insertion, which undergoes electrocyclic ring opening and β-hydride elimination for the production of conjugated enynes and enallenes. The broad substrate scope, good to excellent yields, and tunable product diversity make the protocol potentially useful in organic synthesis.
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| http://dx.doi.org/10.1021/acs.orglett.2c03919 | DOI Listing |
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