Copper-Catalyzed 1,2-Double Amination of 1-Halo-1-alkynes. Concise Synthesis of Protected Tetrahydropyrazines and Related Heterocyclic Compounds

Reaction of N,N‘-di(p-toluenesulfonyl)-1,2-diamine, 1-bromo-1-alkyne, K3PO4, and a catalytic amount of CuI in hot DMF afforded N,N‘-di(p-toluenesulfonyl)-1,2,3,4-tetrahydropyrazines in good yields. The reaction most likely involves (i) monoalkynylation of the diamine derivative with 1-bromo-1-alkyne...

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Veröffentlicht in:	Journal of the American Chemical Society 2008-02, Vol.130 (6), p.1820-1821
Hauptverfasser:	Fukudome, Yasuhiro, Naito, Hiroyuki, Hata, Takeshi, Urabe, Hirokazu
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkynes - chemistry Amination Catalysis Copper - chemistry Heterocyclic Compounds - chemical synthesis Heterocyclic Compounds - chemistry Molecular Structure Pyrazines - chemical synthesis Pyrazines - chemistry
Online-Zugang:	Volltext
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