Nickel-Catalyzed Coupling of N-Sulfonyl-1,2,3-triazole with H-Phosphine Oxides: Stereoselective and Site-Selective Synthesis of α-Aminovinylphosphoryl Derivatives.

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ID: 1878
2019
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Abstract
A nickel-catalyzed coupling of N-sulfonyl-1,2,3-triazole with various H-phosphine oxides for the construction of C(sp)-P bonds is established. This unexpected reaction proceeds through a formal nickel-bound ketenimine pathway, representing a previously unknown 1,2-reactivity type of an azavinyl carbene. The method provides an efficient approach to the stereoselective and site-selective synthesis of α-aminovinylphosphoryl derivatives with moderate to good yield. A plausible mechanism is proposed based on experimental and theoretical studies.
Reference Key
liu2019nickelcatalyzedorganic Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Liu, Yang;Xie, Peng;Li, Jiagen;Bai, Wen-Ju;Jiang, Jun;
Journal Organic letters
Year 2019
DOI
10.1021/acs.orglett.9b01288
URL
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