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Communication | Regular issue | Vol 29, No. 12, 1989, pp.2249-2252
Published online, 1st January, 1970
DOI: 10.3987/COM-89-5155
Studies on as-Triazine Derivatives XIII. A Facile Synthesis of Fusaric Acid from Thienyl-as-triazine Derivatives

Mataichi Sagi, Masaki Amano, Shoetsu Konno, and Hiroshi Yamanaka*

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan


Reverse electron-demand Diels-Alder reaction of ethyl 6-(2-thienyl)-1,2,4-triazine-3-carboxylate with norbornadiene in boiling p-xylene followed by the elimination of cyclopentadiene (retro Diels-Alder reaction) gave 5-(2-thienyl)pyridine-2-carboxylate. Desulfurizatian of the thienylpyridine with Raney nickel and subsequent saponification afforded fusaric acid (5-butylpyridine-2-carboxylic acid).