Copper-assisted preparation of pyridinyl sulfonate esters from hydroxypyridines and sodium sulfinates

Abstract

An efficient and powerful base- and ligand-free copper-assisted method for the effective conversion of a broad range of hydroxypyridines and sodium sulfinates into the corresponding (hetero)aryl or alkyl pyridinyl sulfonate esters was developed under very mild reaction conditions.

Transition‐Metal Free C(sp3)−H Sulfonylation for the Synthesis of 2‐Sulfolmethyl Quinolines from 2‐Methylquinolines and Sulfonyl Hydrazides

“…Based on our research interest in sulfonyl-containing compounds, [42,[47][48][49][50][51][52][53][54][55] we used 2-methylquinoline (1 a) and benzenesulfonohydrazide (2 a) as template reaction substrates (Table 1). We first optimized the effect of solvents on the template reaction.…”

In Vitro and in Silico Studies of 3‐Hydroxyflavone‐Based Sulfonate Esters: Potent Acetylcholinesterase, Carbonic Anhydrase and α‐Glycosidase Inhibitors

“…Sulfonate esters appear as suitable starting compounds in the activation of the hydroxy group, [23,24] in many coupling reactions, [25][26][27] in the production of sulfonamides [27][28][29][30] which are synthetic antibiotics used as antibacterial agents. Along with this versatile use, it is of great interest to researchers to develop many new methods for the production of sulfonate esters, [21,28,[35][36][37][38][39] which possess important biological activity such as anticancer, [19,40] antibacterial, [18,35,41] some enzyme inhibitory, [20,42,43] anti-viral, [21] insecticidal activities. [22] Along with all these, the possible DNA effects of sulfonate esters should not be ignored.…”

Electro-induced O–S bonding reaction targeting biological macromolecules

“…21,22 Traditional synthetic routes for sulfonyl esters typically involve the reaction of sulfonyl chlorides or sulfonamides with alcohols or ketones in the presence of amines as bases. [23][24][25][26] However, sulfonyl chlorides are highly reactive and pose challenges in terms of storage and handling. 27 In contrast, aromatic sulfinates offer improved stability, reduced corrosiveness, and greater operational convenience.…”