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多官能化苯并呋喃的合成：对苯二酚酯与烯炔酰胺的一锅法多米诺氧化/[3+2]环化反应

Synthesis of poly-functionalized benzofurans one-pot domino oxidation/[3+2] cyclization reactions of a hydroquinone ester and ynamides.

作者信息

Zhang Dongxin, Man Jingjing, Chen Yan, Yin Lei, Zhong Junchao, Zhang Qian-Feng

机构信息

Institute of Molecular Engineering and Applied Chemistry, Anhui University of Technology No. 59 Hudong Road Ma'anshan 243002 China

出版信息

RSC Adv. 2019 Apr 25;9(22):12567-12571. doi: 10.1039/c9ra02144b. eCollection 2019 Apr 17.

DOI:10.1039/c9ra02144b
PMID:35515817
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9063667/
Abstract

Densely substituted amino-functionalized benzofurans were concisely accessed the first one-pot domino oxidation/[3+2] cyclization of a hydroquinone ester and easily accessible ynamides under mild conditions in a short time. The complex benzofurans were able to be efficiently synthesized all from simple and inexpensive starting materials in two steps.

摘要

通过对苯二酚酯与易于获得的烯酰胺在温和条件下进行首次一锅多米诺氧化/[3+2]环化反应，在短时间内简洁地获得了高度取代的氨基官能化苯并呋喃。复杂的苯并呋喃能够以简单且廉价的起始原料通过两步高效合成。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc93/9063667/1565df1ca535/c9ra02144b-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc93/9063667/b9d061ac3909/c9ra02144b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc93/9063667/d7077137d3ac/c9ra02144b-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc93/9063667/1565df1ca535/c9ra02144b-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc93/9063667/b9d061ac3909/c9ra02144b-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc93/9063667/d7077137d3ac/c9ra02144b-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/cc93/9063667/1565df1ca535/c9ra02144b-s3.jpg

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1
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Angew Chem Int Ed Engl. 2019 Feb 25;58(9):2826-2830. doi: 10.1002/anie.201812369. Epub 2019 Jan 29.
2
Synthesis and study of benzofuran-pyran analogs as BMP-2 targeted osteogenic agents.苯并呋喃-吡喃类似物的合成及作为 BMP-2 靶向成骨剂的研究。
Eur J Med Chem. 2018 Aug 5;156:103-117. doi: 10.1016/j.ejmech.2018.06.062. Epub 2018 Jun 28.
3
Transition-Metal-Free Cyclization of Propargylic Alcohols with Aryne: Synthesis of 3-Benzofuranyl-2-oxindole and 3-Spirooxindole Benzofuran Derivatives ⊥.
炔丙醇与芳基的无过渡金属环化反应：3-苯并呋喃-2-氧吲哚和 3-螺氧吲哚苯并呋喃衍生物的合成⊥。
Org Lett. 2018 Jul 6;20(13):3824-3828. doi: 10.1021/acs.orglett.8b01414. Epub 2018 Jun 19.
4
Synthesis of 2,3-Difunctionalized Benzofuran Derivatives through Palladium-Catalyzed Double Isocyanide Insertion Reaction.钯催化双异氰酸酯插入反应合成 2,3-二芳基呋喃衍生物。
Org Lett. 2018 Jun 15;20(12):3500-3503. doi: 10.1021/acs.orglett.8b01277. Epub 2018 Jun 5.
5
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Bioorg Med Chem. 2018 Jul 23;26(12):3076-3095. doi: 10.1016/j.bmc.2018.02.049. Epub 2018 Mar 1.
6
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Chem Commun (Camb). 2018 Feb 27;54(18):2256-2259. doi: 10.1039/c8cc00489g.
7
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8
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Bioorg Med Chem. 2018 Feb 1;26(3):581-589. doi: 10.1016/j.bmc.2017.12.019. Epub 2017 Dec 20.
9
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Org Lett. 2017 Aug 4;19(15):3994-3997. doi: 10.1021/acs.orglett.7b01701. Epub 2017 Jul 20.
10
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Chem Commun (Camb). 2017 Apr 13;53(31):4304-4307. doi: 10.1039/c7cc00789b.