State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, Nankai University , Tianjin 300071, China.
Org Lett. 2014 Jan 3;16(1):236-9. doi: 10.1021/ol4030875. Epub 2013 Dec 16.
4-(N,N-Dimethylamino)pyridine hydrochloride (DMAP·HCl), a DMAP salt with the simplest structure, was used as a recyclable catalyst for the acylation of inert alcohols and phenols under base-free conditions. The reaction mechanism was investigated in detail for the first time; DMAP·HCl and the acylating reagent directly formed N-acyl-4-(N',N'-dimethylamino)pyridine chloride, which was attacked by the nucleophilic substrate to form a transient intermediate that released the acylation product and regenerated the DMAP·HCl catalyst.
4-(N,N-二甲基氨基)吡啶盐酸盐（DMAP·HCl）是一种结构最简单的 DMAP 盐，可用作无碱条件下惰性醇和酚的酰化反应的可回收催化剂。首次详细研究了其反应机理；DMAP·HCl 与酰化试剂直接形成 N-酰基-4-(N',N'-二甲基氨基)吡啶氯化物，后者被亲核底物进攻形成瞬态中间体，释放出酰化产物并再生 DMAP·HCl 催化剂。
