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Ethynylation of Aryl Halides by a Modified Suzuki Reaction: Application to the Syntheses of Combretastatin A-4, A-5 and Lunularic Acid

✍ Scribed by Fürstner, Alois ;Nikolakis, Katharina

Book ID: 102901187
Publisher: John Wiley and Sons
Year: 1996
Tongue: English
Weight: 821 KB
Volume: 1996
Category: Article
ISSN: 0947-3440
DOI: 10.1002/jlac.199619961224

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✦ Synopsis

Abstract

On treatment with trimethyl borate sodium acetylide undergoes a palladium‐catalyzed cross coupling with functionalized aryl halides or triflates in reasonable to good yields. The ethynylarenes thus obtained serve as building blocks for the formation of the highly effective tubulin polymerization inhibitors combretastatin A‐4 (1) and A‐5 (2) as well as for the synthesis of the plant‐growth regulator lunularic acid (36).

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