Saunders John M, Nava Esveidy Oceguera, Li Jason, Wong Madison J, Freiberg Kaitlyn M, Lipshutz Bruce H
Department of Chemistry & Biochemistry, University of California, Santa Barbara, California 93106, United States.
ACS Sustain Chem Eng. 2025 Apr 29;13(18):6646-6655. doi: 10.1021/acssuschemeng.5c00914. eCollection 2025 May 12.
Reported herein is the use of a recyclable coupling agent, 2,2'-dipyridyldithiocarbonate (DPDTC), that generates isolable thioesters in a plug flow reactor (PFR). If not isolated, thioesters can be reintroduced directly into the PFR, along with amines, to generate amides in a "flow-to-flow" sense. Both electron-rich and -poor aromatic acids, as well as sterically hindered aliphatic acids, are efficiently coupled with a variety of amines, including the formation of Weinreb amides and peptides, in high yields.
本文报道了一种可循环使用的偶联剂2,2'-二吡啶基二硫代碳酸酯（DPDTC）的应用，该偶联剂在活塞流反应器（PFR）中能生成可分离的硫酯。若不进行分离，硫酯可与胺类一起直接重新引入PFR中，从而以“流对流”的方式生成酰胺。富电子和缺电子的芳香酸以及空间位阻较大的脂肪族酸，都能与多种胺类高效偶联，包括以高收率形成Weinreb酰胺和肽。
