The Pd-catalyzed cross-coupling of phenyl esters and alkyl boranes is disclosed. Two reaction modes are rendered accessible in a selective fashion by interchange of the catalyst. With a Pd-NHC system, alkyl ketones can be prepared in good yields via a Suzuki-Miyaura reaction proceeding by activation of the C(acyl)-O bond. Use of a Pd-dcype catalyst enables alkylated arenes to be synthesized by a modified pathway with extrusion of CO. Applications of this divergent coupling strategy and the origin of the switchable selectivity are discussed.
Organic letters. 2018 Jul 6;20(13):4094-4098. doi: 10.1021/acs.orglett.8b01646 Q15.02025
Switchable Selectivity in the Pd-Catalyzed Alkylative Cross-Coupling of Esters
钯催化的酯的烷基交叉偶联反应中活性位点的相互转换 翻译改进
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DOI: 10.1021/acs.orglett.8b01646 PMID: 29939758
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