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

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2000-07-13
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Kraus, George
Zhang, Ning
Verkade, John
Nagarajan, Muthukaman
Kisanga, Philip
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Kraus, George
University Professor Emeritus
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Chemistry

The Department of Chemistry seeks to provide students with a foundation in the fundamentals and application of chemical theories and processes of the lab. Thus prepared they me pursue careers as teachers, industry supervisors, or research chemists in a variety of domains (governmental, academic, etc).

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The Department of Chemistry was founded in 1880.

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Abstract

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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Reprinted (adapted) with permission from Organic Letters, 2(16); 2409-2410. Doi: 10.1021/ol0000758. Copyright 2000 American Chemical Society.

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Sat Jan 01 00:00:00 UTC 2000
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