Deprotonation of Benzylic Ethers Using a Hindered Phosphazene Base. A Synthesis of Benzofurans from Ortho-Substituted Benzaldehydes

Deprotonation of Benzylic Ethers Using a Hindered Phosphazene Base. A Synthesis of Benzofurans from Ortho-Substituted Benzaldehydes

The hindered nonionic phosphazene base P4-t-Bu efficiently deprotonates o-arylmethoxy benzaldehydes, leading to a direct synthesis of benzofurans. Strong ionic bases such as LDA, LiTMP, and KH failed.

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Bibliographic Details
Published in:Organic letters Vol. 2; no. 16; pp. 2409 - 2410
Main Authors: Kraus, George A, Zhang, Ning, Verkade, John G, Nagarajan, Muthukaman, Kisanga, Philip B
Format: Journal Article
Language:English
Published: United States American Chemical Society 10-08-2000
Subjects:
Benzaldehydes
Benzofurans - chemical synthesis
Benzofurans - chemistry
Indicators and Reagents
Molecular Conformation
Molecular Structure
Organophosphorus Compounds
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Description
Summary:The hindered nonionic phosphazene base P4-t-Bu efficiently deprotonates o-arylmethoxy benzaldehydes, leading to a direct synthesis of benzofurans. Strong ionic bases such as LDA, LiTMP, and KH failed.
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ISSN:1523-7060
1523-7052
DOI:10.1021/ol0000758