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通过TEMPO/铜接力催化在连续流中实现电催化C(sp)-H/C(sp)-H交叉偶联。

Electrocatalytic C(sp)-H/C(sp)-H cross-coupling in continuous flow through TEMPO/copper relay catalysis.

作者信息

Guo Bin, Xu Hai-Chao

机构信息

Key Laboratory of Chemical Biology of Fujian Province and College of Chemistry and Chemical Engineering, Xiamen University, People's Republic of China.

出版信息

Beilstein J Org Chem. 2021 Oct 28;17:2650-2656. doi: 10.3762/bjoc.17.178. eCollection 2021.

DOI:10.3762/bjoc.17.178
PMID:34795802
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8561139/
Abstract

Electrocatalytic dehydrogenative C(sp)-H/C(sp)-H cross-coupling of tetrahydroisoquinolines with terminal alkynes has been achieved in a continuous-flow microreactor through 2,2,6,6-tetramethylpiperidine 1-oxyl (TEMPO)/copper relay catalysis. The reaction is easily scalable and requires low concentration of supporting electrolyte and no external chemical oxidants or ligands, providing straightforward and sustainable access to 2-functionalized tetrahydroisoquinolines.

摘要

通过2,2,6,6-四甲基哌啶1-氧基(TEMPO)/铜接力催化,在连续流动微反应器中实现了四氢异喹啉与末端炔烃的电催化脱氢C(sp)-H/C(sp)-H交叉偶联。该反应易于放大,所需支持电解质浓度低,无需外部化学氧化剂或配体,为制备2-官能化四氢异喹啉提供了直接且可持续的方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6702/8561139/8fca8b7b632f/Beilstein_J_Org_Chem-17-2650-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6702/8561139/a5190955d54b/Beilstein_J_Org_Chem-17-2650-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6702/8561139/026ccbe2bddd/Beilstein_J_Org_Chem-17-2650-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6702/8561139/07e5bef44c43/Beilstein_J_Org_Chem-17-2650-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6702/8561139/8fca8b7b632f/Beilstein_J_Org_Chem-17-2650-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6702/8561139/a5190955d54b/Beilstein_J_Org_Chem-17-2650-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6702/8561139/026ccbe2bddd/Beilstein_J_Org_Chem-17-2650-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6702/8561139/07e5bef44c43/Beilstein_J_Org_Chem-17-2650-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6702/8561139/8fca8b7b632f/Beilstein_J_Org_Chem-17-2650-g005.jpg

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