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A Facile Synthesis of Annulated 2,2'-Bipyridine Ligands with Alkylsulfanyl and Alkylsulfonyl Substituents in the 6 and 6' Positions [1]

Branowska D., Kielak J.

Polish Journal of Chemistry

2003

Vol. 77 / nr 9

1149-1155

3,3_-Bis(isopropylsulfanyl)-5,5_-bi-1,2,4-triazine 2 is easily transformed into annulated 2,2_-bipyridines 4 and 6 with fused cycloalkene rings via [4+2]cycloaddition/retro cycloaddition reaction with cyclic enamines 3a-d. Oxidation of 4 and 6 with potassium permanganate under phase transfer catalysis conditions provided a series of the corresponding sulfonyl derivatives 7 and 8.