Regioselective Synthesis of Trialkylpyrazines via Nickel-Catalyzed Negishi Cross-Coupling of Pyrazine Triflate

Arigala Pitchaiah; In Taek Hwang; Jin-Soo Hwang; Hyungrok Kim; Kee-In Lee

doi:10.1055/s-0031-1290972

Synthesis, Inhaltsverzeichnis

Synthesis 2012; 44(11): 1631-1636
DOI: 10.1055/s-0031-1290972

paper

Regioselective Synthesis of Trialkylpyrazines via Nickel-Catalyzed Negishi Cross-Coupling of Pyrazine Triflate

Arigala Pitchaiah

Green Chemistry Division, Korea Research Institute of Chemical Technology, P. O. Box 107, Yusong, Taejon 305-600, Korea, Fax: +82(42)8607034 eMail: kilee@krict.re.kr

,

In Taek Hwang

Green Chemistry Division, Korea Research Institute of Chemical Technology, P. O. Box 107, Yusong, Taejon 305-600, Korea, Fax: +82(42)8607034 eMail: kilee@krict.re.kr

,

Jin-Soo Hwang

Green Chemistry Division, Korea Research Institute of Chemical Technology, P. O. Box 107, Yusong, Taejon 305-600, Korea, Fax: +82(42)8607034 eMail: kilee@krict.re.kr

,

Hyungrok Kim

Green Chemistry Division, Korea Research Institute of Chemical Technology, P. O. Box 107, Yusong, Taejon 305-600, Korea, Fax: +82(42)8607034 eMail: kilee@krict.re.kr

,

Kee-In Lee*

Green Chemistry Division, Korea Research Institute of Chemical Technology, P. O. Box 107, Yusong, Taejon 305-600, Korea, Fax: +82(42)8607034 eMail: kilee@krict.re.kr

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Abstract

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Abstract

A regioselective synthesis of trialkylpyrazines via nickel-catalyzed cross-coupling reaction of pyrazine triflate is reported. The 5-substituted 2,3-dimethylpyrazine derivatives including trail pheromone components of the ant Eutetramorium mocquerysi have been successfully synthesized in good yields by nickel-catalyzed Negishi cross-coupling reactions of pyrazine triflate mediated by alkyl and arylzinc halides.

Key words

trialkylpyrazine - pheromone - Negishi cross-coupling - pyrazine triflate - organozinc halide

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Referenzen

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