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醛与芳基三甲基锗的共催化芳基化反应

Co-catalyzed arylation of aldehydes and aryltrimethylgermanes.

作者信息

Zhang Qiang, Zou Xiao, Zhang Ningqi, Liu Bo

机构信息

Shaanxi Key Laboratory of Catalysis, School of Chemistry and Environmental Science, Shaanxi University of Technology Han zhong 723001 P. R. China

出版信息

RSC Adv. 2023 Mar 10;13(12):8043-8048. doi: 10.1039/d3ra00836c. eCollection 2023 Mar 8.

DOI:10.1039/d3ra00836c
PMID:36909747
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9999368/
Abstract

A novel cobalt-catalyzed protocol for the synthesis of carbinol derivatives and benzil derivatives has been developed. In the presence of CoI as the catalyst and tmphen (3,4,7,8-tetramethyl-1,10-phenanthroline) as the ligand, the corresponding arylated products were obtained from the addition of aryltrimethylgermanes to aromatic aldehydes and arylglyoxals in moderate to excellent yields under air atmosphere.

摘要

已开发出一种用于合成甲醇衍生物和联苯甲酰衍生物的新型钴催化方法。在碘化钴作为催化剂和tmphen(3,4,7,8-四甲基-1,10-菲咯啉)作为配体的存在下,在空气气氛中,通过芳基三甲基锗烷与芳香醛和芳基乙二醛的加成反应,以中等至优异的产率得到相应的芳基化产物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a1f/9999368/339b341f78d5/d3ra00836c-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a1f/9999368/043dbaf76061/d3ra00836c-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a1f/9999368/339b341f78d5/d3ra00836c-f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a1f/9999368/043dbaf76061/d3ra00836c-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a1f/9999368/339b341f78d5/d3ra00836c-f2.jpg

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本文引用的文献

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Ni-Catalyzed Dimerization and Arylation of Diarylacetylenes with Arylboronic Acids.镍催化二芳基乙炔的二聚和芳基化反应与硼酸芳基酯。
Org Lett. 2017 Dec 15;19(24):6674-6677. doi: 10.1021/acs.orglett.7b03398. Epub 2017 Dec 1.
2
Cobalt-Catalyzed Electrophilic Amination of Aryl- and Heteroarylzinc Pivalates with N-Hydroxylamine Benzoates.钴催化的芳基和杂芳基锌特戊酸盐与 N-羟基邻苯二甲酰亚胺的亲电氨化反应。
Angew Chem Int Ed Engl. 2018 Jan 22;57(4):1108-1111. doi: 10.1002/anie.201710931. Epub 2017 Dec 28.
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Co-Catalyzed Direct Addition of Allylic C(sp)-H Bonds to Ketones.
协同催化烯丙基 C(sp)-H 键与酮的直接加成。
Org Lett. 2017 Nov 3;19(21):5876-5879. doi: 10.1021/acs.orglett.7b02871.
4
Cobalt-Catalyzed Cross-Couplings of Bench-Stable Alkynylzinc Pivalates with (Hetero)Aryl and Alkenyl Halides.钴催化的稳定炔基锌特戊酸盐与(杂)芳基和烯基卤化物的交叉偶联反应。
Org Lett. 2017 Jul 21;19(14):3847-3850. doi: 10.1021/acs.orglett.7b01722. Epub 2017 Jul 11.
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Cobalt-Catalyzed Enantio- and Diastereoselective Intramolecular Hydroacylation of Trisubstituted Alkenes.钴催化的三取代烯烃的对映选择性和非对映选择性分子内氢酰化反应。
Angew Chem Int Ed Engl. 2017 Feb 20;56(9):2449-2453. doi: 10.1002/anie.201611518. Epub 2017 Jan 24.
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N-H Imine as a Powerful Directing Group for Cobalt-Catalyzed Olefin Hydroarylation.N-H 亚胺作为一种强有力的导向基团用于钴催化的烯烃氢芳基化反应。
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Angew Chem Int Ed Engl. 2016 Sep 12;55(38):11604-8. doi: 10.1002/anie.201605238. Epub 2016 Aug 11.
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