5 years ago

Divergent Access to 1-Naphthols and Isocoumarins via Rh(III)-Catalyzed C–H Activation Assisted by Phosphonium Ylide

Divergent Access to 1-Naphthols and Isocoumarins via Rh(III)-Catalyzed C–H Activation Assisted by Phosphonium Ylide
Yunyun Li, Xifa Yang, Xingwei Li, Qiang Wang, Fang Xie
Rh-catalyzed C–H activation of phenacyl phosphoniums in coupling with α-diazocarbonyl compounds has been realized with the assistance of a mutifunctional phosphonium ylidic directing group, providing expedient accesses to 1-naphthols and isocoumarins. Switchable synthesis of 1-naphthols and isocoumarins was realized by substrate control, where these transformations were enabled by initial C–H activation and subsequent intramolecular Wittig reaction or nucleophilic C–O formation.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01365

DOI: 10.1021/acs.orglett.7b01365

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