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溴化铁催化由2-芳基咪唑并[1,2 - ]吡啶和芳香醛合成3-芳酰基咪唑并[1,2 - ]吡啶及3,3'-(芳基亚甲基)双(2-苯基咪唑并[1,2 - ]吡啶)衍生物:关于机理见解的研究

FeBr-catalysed synthesis of 3-aroylimidazo[1,2-]pyridine and 3,3'-(arylmethylene)bis(2-phenylimidazo[1,2-]pyridines) derivatives from 2-arylimidazo[1,2-]pyridines and aromatic aldehydes: an investigation about mechanistic insights.

作者信息

Hung Tran Quang, Phuc Ban Van, Nguyen Mai Phuong, Tran Tuan Linh, Do Dang Van, Nguyen Ha Thanh, Nguyen Van Tuyen, Nguyen Hien, Dang Tuan Thanh

机构信息

Institute of Chemistry, Vietnam Academy of Science and Technology Vietnam

Graduate University of Science and Technology, Vietnam Academy of Science and Technology Vietnam.

出版信息

RSC Adv. 2024 Sep 18;14(40):29535-29541. doi: 10.1039/d4ra05198j. eCollection 2024 Sep 12.

DOI:10.1039/d4ra05198j
PMID:39297035
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11409445/
Abstract

In a new approach, a series of 3-aroylimidazo[1,2-]pyridine derivatives were prepared in high yields. This approach revealed the direct Fe-catalyzed functionalization of imidazo[1,2-]pyridine derivatives with aryl aldehydes an aerobic oxidative cross-dehydrogenative coupling process. This transformation occurred in the presence of air, and FeBr served as a homogeneous Lewis catalyst. O was found to be the principal oxidant responsible for the method's success. Interestingly, when these reactions were carried out under an argon atmosphere, 3,3'-(arylmethylene)bis(2-phenylimidazo[1,2-]pyridines) derivatives were prepared in good yields.

摘要

采用一种新方法,以高产率制备了一系列3-芳酰基咪唑并[1,2 - ]吡啶衍生物。该方法揭示了咪唑并[1,2 - ]吡啶衍生物与芳醛在铁催化下的直接官能化反应——一种需氧氧化交叉脱氢偶联过程。该转化反应在空气中进行,FeBr作为均相路易斯催化剂。发现O是该方法成功的主要氧化剂。有趣的是,当这些反应在氩气气氛下进行时,能以良好产率制备3,3' - (芳基亚甲基)双(2 - 苯基咪唑并[1,2 - ]吡啶)衍生物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/53d1/11409445/3e6bb6e493bf/d4ra05198j-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/53d1/11409445/3ed973bd856e/d4ra05198j-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/53d1/11409445/a19a03af3477/d4ra05198j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/53d1/11409445/1f960684cdda/d4ra05198j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/53d1/11409445/c1c7948a726c/d4ra05198j-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/53d1/11409445/32bc6257b9cc/d4ra05198j-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/53d1/11409445/3e6bb6e493bf/d4ra05198j-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/53d1/11409445/3ed973bd856e/d4ra05198j-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/53d1/11409445/a19a03af3477/d4ra05198j-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/53d1/11409445/1f960684cdda/d4ra05198j-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/53d1/11409445/c1c7948a726c/d4ra05198j-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/53d1/11409445/32bc6257b9cc/d4ra05198j-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/53d1/11409445/3e6bb6e493bf/d4ra05198j-s5.jpg

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