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可见光诱导的C-C偶联反应:由3-氰基-1,4-二氢吡啶合成联吡啶

Visible-Light-Induced C-C Coupling Reaction to Synthesize Bipyridine From 3-Cyano-1,4-Dihydropyridines.

作者信息

Chen Shijun, Zhong Qidi, Zhu Hao, Liu Chunyan, Zhuang Pengyu, Sun Wuji

机构信息

School of Pharmacy, North China University of Science and Technology, Tangshan, China.

School of Public Health, North China University of Science and Technology, Tangshan, China.

出版信息

Front Chem. 2020 Jan 17;7:940. doi: 10.3389/fchem.2019.00940. eCollection 2019.

DOI:10.3389/fchem.2019.00940
PMID:32010676
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6978658/
Abstract

A concise and efficient photocatalytic C-C coupling of 1-benzyl-3-cyano-1, 4-dihydropyridine for synthesis of 1,1'-dibenzyl-3, 3'-dicyano-1,1',4,4'-tetrahydro-4, 4'-bipyridine is described. The reporter system provides a novel technique that facilitates synthesis of C-C coupling derivatives without addition of transition metals and oxidants or other additives. A plausible synthetic pathway is proposed, and the coupling product was characterized via nuclear magnetic resonance spectroscopy (H and C NMR), high-resolution electrospray ionization mass spectrometry (ESI-HRMS) and X-ray analyses.

摘要

描述了一种用于合成1,1'-二苄基-3,3'-二氰基-1,1',4,4'-四氢-4,4'-联吡啶的简洁高效的1-苄基-3-氰基-1,4-二氢吡啶光催化C-C偶联反应。该报道体系提供了一种新颖的技术,无需添加过渡金属、氧化剂或其他添加剂即可促进C-C偶联衍生物的合成。提出了一种合理的合成途径,并通过核磁共振光谱(H和C NMR)、高分辨率电喷雾电离质谱(ESI-HRMS)和X射线分析对偶联产物进行了表征。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed2d/6978658/221b09c0387d/fchem-07-00940-g0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed2d/6978658/f10a0a6ed8e3/fchem-07-00940-g0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed2d/6978658/c9ef434aca6a/fchem-07-00940-g0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed2d/6978658/724d52045d7f/fchem-07-00940-g0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed2d/6978658/562ab56e24ad/fchem-07-00940-g0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed2d/6978658/522884118b5b/fchem-07-00940-g0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed2d/6978658/221b09c0387d/fchem-07-00940-g0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed2d/6978658/f10a0a6ed8e3/fchem-07-00940-g0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed2d/6978658/c9ef434aca6a/fchem-07-00940-g0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed2d/6978658/724d52045d7f/fchem-07-00940-g0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed2d/6978658/562ab56e24ad/fchem-07-00940-g0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed2d/6978658/522884118b5b/fchem-07-00940-g0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ed2d/6978658/221b09c0387d/fchem-07-00940-g0003.jpg

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