Sequential homo-coupling Diels-Alder/retro Diels-Alder reaction of 5,5'-bi-1,2,4-triazine-containing thiamacrocycles as a new route to thiacrown ethers incorporating a 2,2'-bipyridme subunit

摘要

A new route to thiacrown ethers 5a-d and 6a-d incorporating a 2,2'-bipyridine subunit is elaborated using,(1)homo-coupling of 1,2,4-triazine sulfides 3a-d tethered to poly(ethylene glycol)chains with potassium cyanide and(2)Diels-Alder/retro Diels-Alder reaction with norbornadiene or 1-pyrrolidine-1-cyclopentene as the key steps.