Dicyclopentyl Dithiosquarate as an Intermediate for the Synthesis of Thiosquaramides
Dicyclopentyl Dithiosquarate as an Intermediate for the Synthesis of Thiosquaramides
复制标题
DOI：
10.1021/acs.orglett.7b03549
复制
发表时间：
2018-02-02
期刊：
影响因子：
5.2
通讯作者：
Rawal, Viresh H.
中科院分区：
文献类型：
--
作者：
Rombola, Michael;Rawal, Viresh H.
本文报道了一种由常见的连二硫酸化中间体合成多种硫代方酰胺的通用路线。二芳基硫代方酰胺和双官能硫代方酰胺两者都容易通过两个加成-消除反应从二环戊基二硫代方酸酯获得。相关中间体的方便处理特性和相对稳定性使得硫代方酰胺的制备操作简单。双官能芳基硫代方酰胺，这是无法通过以前的方法，也制备，并证明了它们的催化性能，包括它们的能力，作为布朗斯台德酸催化剂。
A general and greatly improved route is reported for the synthesis of a variety of thiosquaramides from a common dithionated intermediate. Both diaryl thiosquaramides and bifunctional thiosquaramides are readily accessed from dicyclopentyl dithiosquarate via two addition - elimination reactions. The convenient handling characteristics and relative stability of associated intermediates enable an operationally simple thiosquaramide preparation. Bifunctional aryl thiosquaramides, which were inaccessible by the previous method, are also prepared, and their catalytic performance is demonstrated, including their capability to function as Bronsted acid catalysts.