4.7 Article

Synthesis of Aryl Trimethylstannane via BF3•OEt2-Mediated Cross-Coupling of Hexaalkyl Distannane Reagent with Aryl Triazene at Room Temperature

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 84, Issue 1, Pages 463-471

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b02766

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Funding

  1. National Nature Science Foundation of China [21602169, 21602202]
  2. China Postdoctoral Science Foundation [2016M592775]
  3. Xi'an Jiaotong University New Lecturer plan [334100038]

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BF3 center dot OEt2-mediated cross-coupling of (SnMe3)(2) with aryl triazene offers a new strategy for the synthesis of aryl stannane. A variety of synthetically useful aryl trimethylstannanes were produced in moderate to good yields with this metal-free approach. One-pot sequential Stille cross-coupling with different aryl bromides provides a short entry to both symmetrical and unsymmetrical biaryl compounds.

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