Copper-Catalyzed Coupling of 2-Siloxy-1-alkenes and Diazocarbonyl Compounds: Approach to Multisubstituted Furans, Pyrroles, and Thiophenes

Wei Wen Tan, Naohiko Yoshikai

Research output: Contribution to journalArticlepeer-review

24 Citations (Scopus)

Abstract

We report herein copper(II)-catalyzed cyclization reactions of silyl enol ethers derived from methyl ketones with α-diazo-β-ketoesters or α-diazoketones to afford 2-siloxy-2,3-dihydrofuran derivatives or 2,3,5-trisubstituted furans, respectively, under mild conditions. The former cyclization products serve as versatile 1,4-diketone surrogates, allowing facile preparation of 2,3,5-trisubstituted furans, pyrroles, and thiophenes.

Original languageEnglish
Pages (from-to)5566-5573
Number of pages8
JournalJournal of Organic Chemistry
Volume81
Issue number13
DOIs
Publication statusPublished - 2016 Jul 1
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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