Department of Chemistry, University of Chicago , 5735 South Ellis Avenue, Chicago, Illinois 60637, United States.
Org Lett. 2018 Feb 2;20(3):514-517. doi: 10.1021/acs.orglett.7b03549. Epub 2018 Jan 16.
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 Brønsted acid catalysts.
本文报道了一种通用且改进的合成方法，可从常见的二硫代二缩酮中间体合成各种硫代脒。通过两步加成-消除反应，很容易从二环戊基二硫代缩酮得到二芳基硫代脒和双功能硫代脒。相关中间体具有便于操作的特点和相对稳定性，这使硫代脒的制备过程变得简单。之前的方法无法制备的双功能芳基硫代脒也可通过这种方法制备，并对其催化性能进行了研究，包括其作为布朗斯特酸催化剂的能力。
