Conventional routes to enoylhydrazones frequently suffer from restricted substrate compatibility and inadequate regiocontrol. To tackle this persistent limitation, we present a robust palladiummediated carbonylative coupling between alkynes and hydrazones, delivering unsaturated enoylhydrazones with exceptional regiochemical fidelity. This protocol exhibits broad functional group compatibility, operates under mild conditions, and is amenable to gram-scale synthesis, thus resolving the sluggish reactivity typically associated with less nucleophilic hydrazone derivatives. Mechanistic investigations reveal that the transformation proceeds via a welldefined Pd(0)/Pd(II) cycle, incorporating CO with near-quantitative atom efficiency, underscoring its alignment with sustainable synthesis goals.
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Liu et al. (Thu,) studied this question.
www.synapsesocial.com/papers/69e31fcb40886becb653ee07 — DOI: https://doi.org/10.1055/a-2854-0250
R X Liu
Yaru Qin
Zhichao Zhang
Synthesis
University of Chinese Academy of Sciences
Tarbiat Modares University
Institute of Coal Chemistry
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