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Updated: Jun 14, 2025

Metal-free Synthesis of Ynones from Acyl Chlorides and Potassium Alkynyltrifluoroborate Salts
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Published on: February 24, 2015

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通过铜催化级联反应从和亚尼米德合成γ-基托胺

Abdullah S Alshreimi1, Esther J Shim1, Donald J Wink1

  • 1Department of Chemistry, University of Illinois Chicago, 845 West Taylor Street, Chicago, Illinois 60607, United States.

Organic letters
|June 2, 2025
PubMed
概括

一个铜 (II) 催化剂使得从和化物中合成玛基托和玛胺的新型合成成为可能. 这种反应通过二聚体选择性胺中间体进行,可以控制C-C键的形成.

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The DCC-promoted synthesis of amides begins with the protonation of DCC by carboxylic acid. The protonation makes it a better acceptor. Next, the addition of carboxylate to the protonated carbodiimide gives a reactive acylating agent.
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Direct alkylation of ammonia produces polyalkylated amines, along with a quaternary ammonium salt. To exclusively prepare primary amines, the azide synthesis method can be used.
Azide ions act as good nucleophiles and react with unhindered alkyl halides to form alkyl azides. Alkyl azides do not participate in further nucleophilic substitution reactions, thereby eliminating the chances of polyalkylated products. Alkyl azides are reduced by hydride-based reducing agents, like lithium aluminum...
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