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通过黄原酸酯、烯烃、一氧化碳和磺酰基肟醚的四组分自由基串联反应实现烯烃的邻位双官能化

Vicinal difunctionalization of alkenes by four-component radical cascade reaction of xanthogenates, alkenes, CO, and sulfonyl oxime ethers.

作者信息

Sumino Shuhei, Fukuyama Takahide, Sasano Mika, Ryu Ilhyong, Jacquet Antoine, Robert Frédéric, Landais Yannick

机构信息

Department of Chemistry, Osaka Prefecture University, Sakai, Osaka 599-8531, Japan.

Department of Applied Chemistry, National Chiao Tung University, Hsinchu, Taiwan.

出版信息

Beilstein J Org Chem. 2019 Jul 31;15:1822-1828. doi: 10.3762/bjoc.15.176. eCollection 2019.

DOI:10.3762/bjoc.15.176
PMID:31467602
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6693370/
Abstract

Four-component coupling reactions between xanthogenates, alkenes, CO, and sulfonyl oxime ethers were studied. In the presence of hexabutylditin, working as a propagating radical reagent, the chain reaction proceeds, as expected, taking into account reagents polarities, affording the corresponding functionalized α-keto oximes. Although yields are modest, this rare one-pot four-component process is easy to carry out and the resulting compounds, bearing multiple functionalities, have the potential for further elaboration.

摘要

研究了黄原酸酯、烯烃、一氧化碳和磺酰基肟醚之间的四组分偶联反应。在用作链增长自由基试剂的六丁基二锡存在下,考虑到试剂的极性,链反应按预期进行,得到相应的官能化α-酮肟。尽管产率一般,但这种罕见的一锅四组分过程易于实施,且所得的具有多种官能团的化合物具有进一步衍生化的潜力。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4828/6693370/7b69222309de/Beilstein_J_Org_Chem-15-1822-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4828/6693370/5af23a131ed3/Beilstein_J_Org_Chem-15-1822-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4828/6693370/d3cd15211d8d/Beilstein_J_Org_Chem-15-1822-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4828/6693370/7b69222309de/Beilstein_J_Org_Chem-15-1822-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4828/6693370/5af23a131ed3/Beilstein_J_Org_Chem-15-1822-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4828/6693370/d3cd15211d8d/Beilstein_J_Org_Chem-15-1822-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/4828/6693370/7b69222309de/Beilstein_J_Org_Chem-15-1822-g003.jpg

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本文引用的文献

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