4.8 Article

Copper-Catalyzed Boron-Selective C(sp2)-C(sp3) Oxidative Cross-Coupling of Arylboronic Acids and Alkyltrifluoroborates Involving a Single-Electron Transmetalation Process

期刊

ACS CATALYSIS
卷 6, 期 2, 页码 1329-1333

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.5b02524

关键词

cross-coupling oxidation; single-electron transmetalation; organoboron; copper catalysis

资金

  1. National Science Foundation of China [21472146]
  2. Ministry of Science and Technology of PRC (973 program for young scientists) [2014CB548200]
  3. Department of Science and Technology of Shaanxi Province [2015KJXX-02]
  4. Xi'an Jiaotong University

向作者/读者索取更多资源

A rapid and highly selective oxidative cross-coupling reaction between readily available and shelf-stable arylboronic acids and primary or secondary potassium alkyltrifluoroborates was devised and developed, which works under mild conditions using copper(II) acetate as the catalyst and silver oxide as the oxidant. Initial experimental results indicate that a single electron transmetalation process is involved. This approach effectively bypasses the problems associated with the traditional cross-coupling reactions of alkylboronates and thus provides a complementary method in building C(sp(2))-C(sp(3)) bonds.

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