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酰胺辅助的羟基芳基甲脒氯重排为二芳基脲。

Amide-Assisted Rearrangement of Hydroxyarylformimidoyl Chloride to Diarylurea.

机构信息

Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan Provincial Center for Research & Development of Natural Products, School of Chemical Science and Technology, Yunnan University, Kunming 650091, China.

Jianxi Nafutang Pharmaceutical Co., Ltd., Zhangshu 331200, China.

出版信息

Molecules. 2021 Oct 25;26(21):6437. doi: 10.3390/molecules26216437.

DOI:10.3390/molecules26216437
PMID:34770846
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8587945/
Abstract

A novel amide-assisted rearrangement reaction of hydroxybenzimidoyl chloride has been established for the efficient synthesis of 1,3-diphenylurea derivatives. A variety of electronically and sterically different 1,3-diphenylurea derivatives can be obtained in good to excellent yields, and a proposed reaction mechanism is also presented.

摘要

建立了一种新颖的酰胺辅助重排反应,用于高效合成 1,3-二苯基脲衍生物。通过该方法可以获得各种电子和空间位阻不同的 1,3-二苯基脲衍生物,产率良好至优秀,并提出了反应机理。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d40/8587945/584d3fd8873e/molecules-26-06437-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d40/8587945/d613a822cc87/molecules-26-06437-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d40/8587945/b71389177d4e/molecules-26-06437-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d40/8587945/584d3fd8873e/molecules-26-06437-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d40/8587945/d613a822cc87/molecules-26-06437-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d40/8587945/b71389177d4e/molecules-26-06437-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3d40/8587945/584d3fd8873e/molecules-26-06437-g002.jpg

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RSC Adv. 2018 Jun 29;8(42):23698-23710. doi: 10.1039/c8ra03042a. eCollection 2018 Jun 27.
2
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Chem Commun (Camb). 2020 Jun 25;56(51):7045-7048. doi: 10.1039/d0cc02784g.
3
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J Med Chem. 2020 Mar 26;63(6):2751-2788. doi: 10.1021/acs.jmedchem.9b01541. Epub 2019 Dec 2.
4
Synthesis and process optimization of symmetric and unsymmetric barbiturates C5-coupled with 2,1-benzisoxazoles.对称和非对称巴比妥酸 C5 与 2,1-苯并异恶唑偶联物的合成及工艺优化。
Mol Divers. 2020 Feb;24(1):155-166. doi: 10.1007/s11030-019-09937-4. Epub 2019 Mar 14.
5
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7
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