College of Chemistry and Chemical Engineering, Key Laboratory of Chemical Additives for China National Light Industry, Shaanxi University of Science and Technology, Xi'an 710021, China.
Department of Chemistry, Wroclaw University, F. Joliot-Curie 14, Wroclaw 50-383, Poland.
Org Lett. 2020 Dec 18;22(24):9500-9505. doi: 10.1021/acs.orglett.0c03512. Epub 2020 Nov 30.
The thioamide group represents a highly attractive isostere of the amide bond. We report a combined structural and computational study on -thioamide conformation of -thioacyl--methylanilines. Amide to thioamide replacement in a class of anilides that are highly valuable as conformational locks results in a higher preference for conformation in a unique compacted template intrinsic to the thioamide structure. The study strongly supports the use of -methylthioanilides as -conformational locks in various facets of chemistry.
硫酰胺基团是酰胺键的一个极具吸引力的等排体。我们报告了一个关于 -硫代酰基- -甲基苯胺的 -硫代酰胺构象的结构和计算综合研究。酰胺到硫代酰胺的取代在一类作为构象锁非常有价值的酰苯胺中导致了在硫代酰胺结构特有的独特紧凑模板中对 构象的更高偏好。该研究强烈支持将 -甲基硫代苯胺用作化学各个方面的 -构象锁。
