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光氧化还原催化的硅烯醇醚的硅基二氟甲基化反应。

Photoredox-catalyzed silyldifluoromethylation of silyl enol ethers.

作者信息

Supranovich Vyacheslav I, Levin Vitalij V, Dilman Alexander D

机构信息

N. D. Zelinsky Institute of Organic Chemistry, Leninsky prosp. 47, 119991 Moscow, Russian Federation.

出版信息

Beilstein J Org Chem. 2020 Jun 29;16:1550-1553. doi: 10.3762/bjoc.16.126. eCollection 2020.

DOI:10.3762/bjoc.16.126
PMID:32704320
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7356207/
Abstract

A method for the light-mediated fluoroalkylation of silyl enol ethers with (bromodifluoromethyl)trimethylsilane followed by a reduction of the primary products with sodium borohydride is described. An 18 W, 375 nm LED was used as the light source. The reaction is performed in the presence of a gold photocatalyst, which effects the generation of a (trimethylsilyl)difluoromethyl radical via cleavage of the carbon-bromine bond.

摘要

描述了一种用光介导的硅烯醇醚与(溴二氟甲基)三甲基硅烷进行氟烷基化反应,随后用硼氢化钠还原初级产物的方法。使用一个18 W、375 nm的发光二极管作为光源。该反应在金光催化剂存在下进行,金光催化剂通过碳 - 溴键的裂解作用生成(三甲基硅基)二氟甲基自由基。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c3d/7356207/41da342f99fb/Beilstein_J_Org_Chem-16-1550-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c3d/7356207/04cf47954fd0/Beilstein_J_Org_Chem-16-1550-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c3d/7356207/47889f369a82/Beilstein_J_Org_Chem-16-1550-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c3d/7356207/31f2a0d04bda/Beilstein_J_Org_Chem-16-1550-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c3d/7356207/41da342f99fb/Beilstein_J_Org_Chem-16-1550-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c3d/7356207/04cf47954fd0/Beilstein_J_Org_Chem-16-1550-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c3d/7356207/47889f369a82/Beilstein_J_Org_Chem-16-1550-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c3d/7356207/31f2a0d04bda/Beilstein_J_Org_Chem-16-1550-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1c3d/7356207/41da342f99fb/Beilstein_J_Org_Chem-16-1550-g005.jpg

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