A convenient synthesis of 5,5′-bi-1,2,4-triazines via direct S-arylation and its application in the synthesis of 2,2′-bipyridines

Abstract

Nucleophilic displacement of chlorides in 3,3′-dichloro-5,5′-bi-1,2,4-triazine with benzenethiolate or 2-pyridinethiolate anion afforded the corresponding symmetrical disulfide of 5,5′-bi-1,2,4-triazine in high yields. These products were transformed into 6,6′-bis(phenylthio)-2,2′-bipyridines and 6,6′-bis(2-pyridylthio)-2,2′-bipyridines by using Diels-Alder reactions. All compounds were fully characterized by spectroscopic methods and the X-ray diffraction analysis.

Mechanosynthesis of sulfonamides via a telescopic, environmentally friendly, and cost-effective process

“…13 The synthesis of sulphonamides is at the core of pharmaceutical advancement, where the focus converges on the chlorosulfonic group (R-SO 2 Cl). [14][15][16] While existing chlorinating reagents have proved efficient, [17][18][19][20][21][22][23][24][25][26][27] they pose sustainability challenges. 28 A pivotal 2005 breakthrough, employing bleaching as a 'cost-effective' method, introduced practical challenges that necessitate reconsideration.…”