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金（III）促进二氢喹唑啉酮的形成：金介导的双X-H活化反应

Gold(iii) promoted formation of dihydroquinazolinones: double X-H activation by gold.

作者信息

Kadiyala Veerabhushanam, Kumar Perla Bharath, Sunil Komalla, Raju Chittala Emmaniel, Sridhar Balasubramanian, Karunakar Galla V

机构信息

Fluoro and Agrochemicals Department, CSIR-Indian Institute of Chemical Technology Hyderabad 500007 India

Academy of Scientific and Innovative Research Ghaziabad 201002 India.

出版信息

RSC Adv. 2020 Sep 28;10(59):35681-35691. doi: 10.1039/d0ra06537d.

DOI:10.1039/d0ra06537d
PMID:35517079
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9056963/
Abstract

An efficient 2-furyl gold-carbene promoted synthetic method was developed for the formation of dihydroquinazolinones from enynones by dual insertion of anthranilamides. In this organic transformation a new C-O and two C-N bond formations occurred and dihydroquinazolinones were obtained with a quaternary centre in moderate to very good yields in one-pot synthesis.

摘要

开发了一种高效的2-呋喃基金卡宾促进的合成方法，用于通过邻氨基苯甲酰胺的双重插入从烯炔酮形成二氢喹唑啉酮。在这种有机转化中，发生了新的C-O键和两个C-N键的形成，并且在一锅合成中以中等至非常好的产率获得了具有季碳中心的二氢喹唑啉酮。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b11/9056963/7490927a8062/d0ra06537d-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b11/9056963/966f6390e312/d0ra06537d-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b11/9056963/0864b09055f8/d0ra06537d-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b11/9056963/fbd06d20f56e/d0ra06537d-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b11/9056963/900d1a7da50c/d0ra06537d-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b11/9056963/7fc8ad5baeb5/d0ra06537d-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b11/9056963/7490927a8062/d0ra06537d-s5.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b11/9056963/966f6390e312/d0ra06537d-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b11/9056963/0864b09055f8/d0ra06537d-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b11/9056963/fbd06d20f56e/d0ra06537d-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b11/9056963/900d1a7da50c/d0ra06537d-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b11/9056963/7fc8ad5baeb5/d0ra06537d-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9b11/9056963/7490927a8062/d0ra06537d-s5.jpg

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本文引用的文献

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Front Chem. 2020 Apr 24;8:239. doi: 10.3389/fchem.2020.00239. eCollection 2020.
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A Simple, Efficient, and Eco-Friendly Method for the Preparation of 3-Substituted-2,3-dihydroquinazolin-4(1)-one Derivatives.一种简单、高效、环保的制备 3-取代-2,3-二氢喹唑啉-4(1H)-酮衍生物的方法。
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Gold-Catalyzed Synthesis of 6-Hydroxyindoles from Alkynylcyclohexadienones and Substituted Amines.
金催化由炔基环己二烯酮和取代胺合成6-羟基吲哚
J Org Chem. 2019 Sep 20;84(18):12228-12236. doi: 10.1021/acs.joc.9b02023. Epub 2019 Sep 11.
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A gold-catalyzed facile intramolecular rearrangement and cyclization sequence for synthesis of 2,5-dihydrofurans.一种用于合成2,5-二氢呋喃的金催化的简便分子内重排和环化序列。
Org Biomol Chem. 2019 Jun 18;17(24):6015-6024. doi: 10.1039/c9ob00756c.
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