Metal-catalyzed mono-acylmethylation of pyridylcarboranes has been realized using α-carbonyl sulfoxonium ylides as a coupling partner. The reaction features high efficiency, excellent site-selectivity and good functional group tolerance. In the presence of pyridyl and enolizable acylmethyl groups, a post-coordination mode has been proposed and validated by in situ high resolution mass spectroscopy (HRMS) to rationalize the unique mono-substitution. Post-functionalization at the newly incorporated alkyl site provides additional utility of this method, including the construction of carborane-fused indoliziniums and quinoliziniums. We believe that these mono-alkylated carboranes, together with their post-functionalized derivatives, may find applications in luminescent materials and drug discovery in the near future.

中文翻译：

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金属催化的吡啶基碳硼烷的 B-H 酰基甲基化：获得碳硼烷稠合的吲哚鎓和喹啉鎓

金属催化的吡啶基碳硼烷的单酰基甲基化已经使用α-羰基氧化鎓叶立德作为偶联配偶体来实现。该反应具有高效、优良的位点选择性和良好的官能团耐受性。在吡啶基和可烯醇化酰基甲基存在的情况下，已经提出并通过原位验证了后配位模式高分辨率质谱（HRMS）以合理化独特的单取代。新加入的烷基位点的后官能化提供了该方法的额外用途，包括构建碳硼烷稠合的中氮茚和喹啉鎓。我们相信这些单烷基化碳硼烷及其后官能化衍生物可能会在不久的将来在发光材料和药物发现中得到应用。