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华法林类似物的合成：烯基取代的氮杂环与4-羟基香豆素及相关底物的共轭加成反应。

Synthesis of warfarin analogs: conjugate addition reactions of alkenyl-substituted N-heterocycles with 4-hydroxycoumarin and related substrates.

作者信息

Goka Benjamin, Klumpp Douglas A

机构信息

Department of Chemistry and Biochemistry, Northern Illinois University DeKalb Illinois 60115 USA

出版信息

RSC Adv. 2023 Feb 6;13(7):4754-4756. doi: 10.1039/d3ra00251a. eCollection 2023 Jan 31.

DOI:10.1039/d3ra00251a
PMID:36760300
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9900474/
Abstract

We have developed a procedure for the Michael addition of 4-hydroxycoumarins to vinyl-substituted N-heterocycles. The chemistry is also suitable for thiocoumarins and quinolinones. A mechanism is proposed involving nucleophilic attack at the vinyl-group of the protonated N-heterocycle.

摘要

我们已经开发出一种用于将4-羟基香豆素与乙烯基取代的N-杂环进行迈克尔加成反应的方法。该化学方法也适用于硫代香豆素和喹啉酮。提出了一种涉及对质子化N-杂环的乙烯基进行亲核进攻的机理。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6d39/9900474/241b8c756ab7/d3ra00251a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6d39/9900474/c652961e9966/d3ra00251a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6d39/9900474/241b8c756ab7/d3ra00251a-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6d39/9900474/c652961e9966/d3ra00251a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/6d39/9900474/241b8c756ab7/d3ra00251a-s2.jpg

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Org Lett. 2022 Sep 16;24(36):6588-6593. doi: 10.1021/acs.orglett.1c01395. Epub 2022 Sep 2.
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Enantioselective [3 + 2] Cycloaddition of Vinylcyclopropanes with Alkenyl -Heteroarenes Enabled by Palladium Catalysis.钯催化乙烯基环丙烷与烯基杂芳烃的对映选择性[3 + 2]环加成反应
Org Lett. 2022 Jun 10;24(22):3965-3969. doi: 10.1021/acs.orglett.2c01326. Epub 2022 May 31.
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