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Updated: Sep 12, 2025

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
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纳非二-Cu (II) 催化氧化合2-纳非胺以获得BINAM衍生物

Jonghyeon Lee1, Jooyeon Lee1, Minwoo Kong1,2

  • 1Department of Chemistry, Chungbuk National University, Chungdae-ro 1, Seowon-gu, Cheongju 28644, South Korea.

Organic letters
|August 8, 2025
PubMed
概括

研究人员开发了一种高效的铜催化方法来合成1,1'-双-2,2'-二胺 (BINAM) 衍生物. 这种新的方法利用了专门的配体和分子氧,实现了各种BINAM化合物的高产.

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The reaction of weakly electrophilic aryldiazonium (also called arenediazonium) salts with highly activated aromatic compounds leads to the formation of products with an —N=N— link, called an azo linkage. This reaction, presented in Figure 1, is known as diazo coupling and occurs without the loss of the nitrogen atoms of the aryldiazonium salt. Highly activated aromatic compounds such as phenols or arylamines favor the diazo coupling reaction. The coupling generally occurs at the...
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In the presence of an aqueous base and a halogen, primary amides can lose the carbonyl (as carbon dioxide) and undergo rearrangement to form primary amines. This reaction, called the Hofmann rearrangement, can produce primary amines (aryl and alkyl) in high yields without contamination by secondary and tertiary amines.
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