Development of a triazinedione-based dehydrative condensing reagent containing 4-(dimethylamino)pyridine as an acyl transfer catalyst
Development of a triazinedione-based dehydrative condensing reagent containing 4-(dimethylamino)pyridine as an acyl transfer catalyst
复制标题
DOI：
10.1039/d1ob00450f
复制
发表时间：
2021-04-30
影响因子：
3.2
通讯作者：
Kunishima，Munetaka
中科院分区：
文献类型：
--
作者：
Liu，Jie;Fujita，Hikaru;Kunishima，Munetaka
开发了一种新的三嗪二酮试剂（N，N′-二烷基）三嗪二酮-4-（二甲氨基）吡啶（ATD-DMAP），用于羧酸的脱水缩合反应。该试剂包含ATD核心和作为离去基团的DMAP，其被释放到反应系统中以加速酰基转移反应。在胺碱存在下，将ATD-DMAP加入羧酸和醇的混合物中，在室温下迅速形成相应的酯。此外，使用ATD-DMAP进行羧酸和胺之间的脱水缩合，产率高。
A new triazinedione-based reagent, (N,N′-dialkyl)triazinedione–4-(dimethylamino)pyridine (ATD-DMAP) was developed for the operationally simple dehydrative condensation of carboxylic acids. This reagent comprises an ATD core and DMAP as the leaving group, which is liberated into the reaction system to accelerate acyl transfer reactions. Upon adding ATD-DMAP to a mixture of carboxylic acids and alcohols in the presence of an amine base, the corresponding esters were formed rapidly at room temperature. Moreover, dehydrative condensation between carboxylic acids and amines using ATD-DMAP proceeded in high yield.