Hong Seonghyeok, Kweon Byeongseok, Lee Wooseok, Chang Sukbok, Hong Sungwoo
Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 34141, Korea.
Center for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science (IBS), Daejeon 34141, Korea.
Org Lett. 2023 Apr 21;25(15):2722-2727. doi: 10.1021/acs.orglett.3c00922. Epub 2023 Apr 12.
A one-pot umpolung method for the ring-opening pyridylation of unstrained cyclic amines was developed using -amidopyridinium salts. This process involves the formation of electron donor-acceptor complexes between bromide and -amidopyridinium salts, ultimately leading to the functionalization of pyridines. This protocol is compatible with a range of 5- or 6-membered cyclic amines and pyridines, thereby providing a powerful synthon for preparing C4-functionalized pyridines under visible-light conditions in the absence of an external photocatalyst.
开发了一种使用β-酰胺基吡啶鎓盐的一锅法极性反转方法，用于无张力环状胺的开环吡啶化反应。该过程涉及溴化物与β-酰胺基吡啶鎓盐之间形成电子供体-受体络合物，最终实现吡啶的官能化。该方案适用于一系列5元或6元环状胺和吡啶，从而在无外部光催化剂的可见光条件下为制备C4-官能化吡啶提供了一种强大的合成子。
