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Gold Catalysis: Synthesis of 3-Acylindenes from 2-Alkynylaryl Epoxides

✍ Scribed by A. Stephen K. Hashmi; Miriam Bührle; Ralph Salathé; Jan W. Bats

Publisher
John Wiley and Sons
Year
2008
Tongue
English
Weight
204 KB
Volume
350
Category
Article
ISSN
1615-4150

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✦ Synopsis

Abstract

A series of 2‐alkynylaryl epoxides were prepared by a sequence of Sonogashira coupling, Wittig olefination and epoxidation or a Darzens’ glycid ester synthesis. The conversion of these substrates with gold(I) catalysts furnished 3‐acylindenes and, in occasional cases as side‐products, the products of an isomerization of the oxirane ring to a ketone. Isotope labelling of the epoxide oxygen indicates an intramolecular oxygen transfer.

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ChemInform Abstract: Gold Catalysis: Syn
ChemInform Abstract: Gold Catalysis: Synthesis of 3-Acylindenes from 2-Alkynylaryl Epoxides.
✍ A. Stephen K. Hashmi; Miriam Buehrle; Ralph Salathe; Jan W. Bats 📂 Article 📅 2009 🏛 John Wiley and Sons ⚖ 46 KB

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