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ChemInform Abstract: Ethynylation of Aryl Halides by a Modified Suzuki Reaction: Application to the Syntheses of Combretastatin A-4 (VII), A-5 (X), and Lunularic Acid (XIII).

✍ Scribed by A. FUERSTNER; K. NIKOLAKIS

Book ID: 101847186
Publisher: John Wiley and Sons
Year: 2010
Weight: 35 KB
Volume: 28
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199712085

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✦ Synopsis

Ethynylation of Aryl Halides by a Modified Suzuki Reaction: Application to the Syntheses of Combretastatin A-4 (VII), A-5 (X), and Lunularic Acid (XIII).

-On treatment with trimethyl borate, (II) undergoes Pd-catalyzed cross-coupling with functionalized aryl triflates or halides to yield the corresponding ethynylarenes, such as (III), (VI), and (XII), which are building blocks in the syntheses of the highly effective tubulin polymerization inhibitors (VII) and (X) and the plant growth regulator (XIII).

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Ethynylation of Aryl Halides by a Modifi

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

✍ Fürstner, Alois ;Nikolakis, Katharina 📂 Article 📅 1996 🏛 John Wiley and Sons 🌐 English ⚖ 821 KB

## 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 polym