期刊
CHEMISTRY-AN ASIAN JOURNAL
卷 2, 期 11, 页码 1400-1408出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/asia.200700120
关键词
alkenes; boron; conjugation; cross-coupling; synthetic methods
Treatment of 1,1-bis(pinacolatoboryl)ethene with an excess of 1-bromo-1-lithioethene gave 2,3-bis(pinacolatoboryl)-1,3-butadiene in high yield. Palladium-catalyzed cross-coupling of the resulting diborylbutadiene with aryl iodides took place smoothly in the presence of a catalytic amount of Pd(OAc)(2)/PPh3 and aqueous KOH to give 2,3-diaryl-1,3-butadienes in good yields. ne coupling reaction with commercially available 4-acetoxyphenylmethyl chloride under the same conditions followed by hydrolysis of the acetyl groups gave anolignan B in a one-pot manner. A variety of [3]- to [6]dendralenes were synthesized by palladium-catalyzed coupling of the diene or 1,1-bis(pinacolato)borylethene with alkenyl or dienyl halides, respectively, in good yields.
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