Malkova Ksenia, Bubyrev Andrey, Kalinin Stanislav, Dar'in Dmitry
Saint Petersburg State University, Saint Petersburg 199034, Russian Federation.
Beilstein J Org Chem. 2023 Jun 9;19:800-807. doi: 10.3762/bjoc.19.60. eCollection 2023.
Quinoline-based sulfonyl derivatives, and especially sulfonamides, are relevant and promising structures for drug design. We have developed a new convenient protocol for the synthesis of 3-sulfonyl-substituted quinolines (sulfonamides and sulfones). The approach is based on a Knoevenagel condensation/aza-Wittig reaction cascade involving -azidobenzaldehydes and ketosulfonamides or ketosulfones as key building blocks. The protocol is appropriate for both ketosulfonyl reagents and α-sulfonyl-substituted alkyl acetates providing the target quinoline derivatives in good to excellent yields.
喹啉基磺酰衍生物，尤其是磺酰胺，是药物设计中具有相关性和前景的结构。我们已经开发出一种新的简便方法来合成3-磺酰基取代的喹啉（磺酰胺和砜）。该方法基于一种Knoevenagel缩合/氮杂维蒂希反应级联，涉及以叠氮基苯甲醛和酮基磺酰胺或酮基砜作为关键构建单元。该方法适用于酮基磺酰试剂和α-磺酰基取代的烷基乙酸酯，能以良好至优异的产率得到目标喹啉衍生物。
