4.5 Article

Arylboronic acids as versatile coupling partners in fast microwave promoted oxidative Heck chemistry

期刊

MOLECULAR DIVERSITY
卷 7, 期 2-4, 页码 97-106

出版社

SPRINGER
DOI: 10.1023/B:MODI.0000006803.99656.8c

关键词

boronic acids; combinatorial chemistry; high throughput chemistry; microwaves; oxidative Heck; palladium

资金

  1. Swedish Natural Science Research Council
  2. Swedish Foundation for Strategic Research

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The useful and selective reactivity of arylboronic acids makes them favourite building blocks for many modern organic chemistry applications like the metal-mediated formation of C-C, C-O, C-N, and C-S bonds. This report describes oxidative Heck coupling reactions of arylboronic acids and olefins, which were conveniently and rapidly (5-30 min) carried out under air with temperature-controlled microwave heating. Different reaction conditions were investigated with regard to both microwave heating capability and chemical productivity. Copper(II) acetate was identified as a microwave compatible reoxidant of Pd(0). The scope and limitations of this high-speed chemistry protocol with diverse olefins and organoboronic acids are discussed.

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