A novel coupling reaction of α-halo ketones promoted by SmI3/CuI-Reference-Cited by-同舟云学术

A novel coupling reaction of α-halo ketones promoted by SmI3/CuI

Published:2016 Issue:31 Volume:6 Page:26317-26322
ISSN:2046-2069
Container-title:RSC Advances
language:en
Short-container-title:RSC Adv.

Author:

Liu Yongjun¹²³⁴⁵,Zhao Hengmin¹²³⁴⁵,Tian Guang¹²³⁴⁵,Du Feng¹²³⁴⁵,Qi Yan¹²³⁴⁵,Wen Yonghong¹²³⁴⁵

Affiliation:

1. State Key Laboratory Base of Eco-Chemical Engineering

2. College of Chemistry and Molecular Engineering

3. Qingdao University of Science and Technology

4. Qingdao 266042

5. P. R. China

Abstract

In the presence of SmI₃ and catalyzed by CuI in DMF, α-haloketones were transformed unexpectedly into α-hydroxy-1,4-diketones. The mechanism was probed and DMF was assumed to play a dual role both as a hydroxyl source and as a solvent.

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemical Engineering,General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2016/RA/C5RA26604A

Reference74 articles.

1. Divalent lanthanide derivatives in organic synthesis. 1. Mild preparation of samarium iodide and ytterbium iodide and their use as reducing or coupling agents

2. S. C. Coote , R. A.Flowers II, T.Skrydstrup and D. J.Procter, Organic Synthesis Using Samarium Diiodide: Synthetic Strategies and Applications, RSC Publishing, Cambridge, 2012

3. D. J. Procter , R. A.Flowers II and T.Skrydstrup, Organic Synthesis using Samarium Diiodide: A Practical Guide, RSC Publishing, Cambridge, 2009

4. Cross-Coupling Reactions Using Samarium(II) Iodide

Cited by 9 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Samarium and Ytterbium Reagents for Carbonyl Conversions;Reference Module in Chemistry, Molecular Sciences and Chemical Engineering;2024

2. A new strategy for coupling amides or nitriles with diarylketones promoted by samarium metal under the catalysis of CuI;Tetrahedron Letters;2023-11

3. A Journey from June 2018 to October 2021 with N,N-Dimethylformamide and N,N-Dimethylacetamide as Reactants;Molecules;2021-10-21

4. Crystal structure of cyclopropane-1,2,3-triyltris(phenylmethanone), C24H18O3;Zeitschrift für Kristallographie - New Crystal Structures;2021-05-06

5. Recent Development of Samarium Diiodide and Other Samarium Reagents in Organic Transformation;Chinese Journal of Organic Chemistry;2021