α-MsO/TsO/Cl ketones as oxidized alkyne equivalents: redox-neutral rhodium(III)-catalyzed C-H activation for the synthesis of N-heterocycles.

α-MsO/TsO/Cl ketones as oxidized alkyne equivalents: redox-neutral rhodium(III)-catalyzed C-H activation for the synthesis of N-heterocycles.
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DOI:
10.1002/anie.201310272
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发表时间:
2014-03
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影响因子:
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通讯作者:
Da‐Gang Yu;Francisco de Azambuja;F. Glorius
Da‐Gang Yu;Francisco de Azambuja;F. Glorius
中科院分区:
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文献类型:
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作者:
Da‐Gang Yu;Francisco de Azambuja;F. Glorius

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α-卤代酮和拟卤代酮首次在过渡金属催化的C-H活化中用作C(sp(3))基亲电试剂,并在Rh(III)催化的氧化还原中性成环反应中用作氧化炔等价物,以生成各种N-杂环。这种转换是高效和可扩展的。由于反应条件温和,可以耐受多种官能团。
α-Halo and pseudohalo ketones are used for the first time as C(sp(3))-based electrophiles in transition-metal-catalyzed C-H activation and as oxidized alkyne equivalents in Rh(III)-catalyzed redox-neutral annulations to generate diverse N-heterocycles. This transformation is efficient and scalable. Due to the mild reaction conditions, a variety of functional groups could be tolerated.