Synthesis 2012; 44(11): 1631-1636
DOI: 10.1055/s-0031-1290972
paper
© Georg Thieme Verlag Stuttgart · New York

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
› Author Affiliations
Further Information

Publication History

Received: 05 March 2012

Accepted after revision: 28 March 2012

Publication Date:
08 May 2012 (online)


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.