Boronic acid-DMAPO cooperative catalysis for dehydrative condensation between carboxylic acids and amines.
Boronic acid-DMAPO cooperative catalysis for dehydrative condensation between carboxylic acids and amines.
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DOI：
10.1039/c5sc03761a
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发表时间：
2016-02-01
期刊：
影响因子：
8.4
通讯作者：
Lu Y
中科院分区：
文献类型：
--
作者：
Ishihara K;Lu Y
在共沸回流条件下，芳基硼酸和DMAPO协同催化羧酸和胺的脱水缩合反应生成相应的酰胺。这种合作使用比单独使用催化剂更有效。芳香硼酸和4-（N，N-二甲氨基）吡啶N-氧化物（DMAPO）协同催化羧酸和胺在共沸回流条件下脱水缩合生成相应的酰胺。这种协同使用比它们单独用作催化剂有效得多，并且化学选择性地促进（聚）共辄羧酸的酰胺缩合。该方法实用且可扩展，已应用于西格列汀和候选药物的合成。
Arylboronic acid and DMAPO cooperatively catalyse the dehydrative condensation reaction between carboxylic acids and amines to give the corresponding amides under azeotropic reflux conditions. This cooperative use is much more effective than their individual use as catalysts. Arylboronic acid and 4-(N,N-dimethylamino)pyridine N-oxide (DMAPO) cooperatively catalyse the dehydrative condensation reaction between carboxylic acids and amines to give the corresponding amides under azeotropic reflux conditions. This cooperative use is much more effective than their individual use as catalysts, and chemoselectively promotes the amide condensation of (poly)conjugated carboxylic acids. The present method is practical and scalable, and has been applied to the synthesis of sitagliptin and a drug candidate.
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