Abstract
A convenient, eco-friendly, organobase-catalyzed one-pot two-step sequential approach to a fascinating class of various 4-(3-arylquinoxalin-2-ylmethyl)-substituted sulfamidates in good to high yields is reported. This CC/CN bond-forming reaction proceeds via a Mannich reaction of cyclic N-sulfonyl aldimines with 1-aryl-2-alkyl-1,2-diketones catalyzed by triethylamine, followed by the aza-cyclization of in situ formed 1,2-dicarbonyl precursors with ortho-diaminoarenes in PEG-400 as a natural, reusable, and benign solvent at room temperature. In addition, this 100% carbon atom-economic approach could be viable for gram-scale synthesis and tolerates various synthetically resourceful functionalities under mild conditions.
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