Benzotriazoles, Benzotriazines and Quinoxalines with Sulfone Functional Group (I): (Benzotriazol-1-yl)alkyl Arenesulfones

During last decade, many benzotriazol-1-yl derivatives were synthesized by A. Katritzky and others for biological activities,1 industrial purpose2 and simply synthetic interest.3 They reported that benzotriazol-1-yl group (Bt-1-yl) acts as same manner of halogen atoms,4 although Bt-1-yl group is more stable than halogen atoms. This property makes very easy to synthesize the compounds with electron-releasing groups such as amino,5 acylamino,6 alkoxy,7 acetoxy,8 alkyl-thio,9 phenylthio,10 γ-aminoalkyl11 and γ-methoxybenzyl12 at α-position of (benzotriazol-1-yl)alkyl derivatives. While many (benzotriazol-1-yl)alkyl derivatives 1 with electron releasing groups at the α-position, including the compounds mentioned above, were reported, the derivatives with arene (or alkane)sulfonyl groups were unknown. In this study, we synthesized arenesulfonyl derivatives of (benzotri-azol-1-yl)alkanes 2 for synthetic interest, and we also tested pyrolytic and hydrolytic properties of C-N and C-S bonds i