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苯并硼杂环戊烷和相关的环扩环系统的杂元素类似物。

Heteroelement Analogues of Benzoxaborole and Related Ring Expanded Systems.

机构信息

Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, PL-00-664 Warsaw, Poland.

Faculty of Chemistry, University of Warsaw, Pasteura 1, PL-02-093 Warsaw, Poland.

出版信息

Molecules. 2021 Sep 8;26(18):5464. doi: 10.3390/molecules26185464.

DOI:10.3390/molecules26185464
PMID:34576937
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8468133/
Abstract

The review covers the chemistry of organoboron heterocycles structurally related to benzoxaboroles where one of the carbon atoms in a boracycle or a fused benzene ring is replaced by a heteroelement such as boron, silicon, tin, nitrogen, phosphorus, or iodine. Related ring expanded systems including those based on naphthalene and biphenyl cores are also described. The information on synthetic methodology as well as the basic structural and physicochemical characteristics of these emerging heterocycles is complemented by a presentation of their potential applications in organic synthesis and medicinal chemistry, the latter aspect being mostly focused on the promising antimicrobial activity of selected compounds.

摘要

该综述涵盖了与苯并氧杂硼环结构相关的有机硼杂环化合物的化学性质,其中硼杂环或稠合苯环中的一个碳原子被杂原子如硼、硅、锡、氮、磷或碘取代。还描述了相关的环扩展示例,包括基于萘和联苯核心的体系。关于合成方法的信息以及这些新兴杂环的基本结构和物理化学特性,辅以它们在有机合成和药物化学中的潜在应用的介绍,后者主要集中在选定化合物有希望的抗菌活性上。

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Chem Commun (Camb). 2020 Nov 7;56(86):13145-13148. doi: 10.1039/d0cc05630h. Epub 2020 Oct 2.
7
Selective access to either a doubly boron-doped tetrabenzopentacene or an oxadiborepin from the same precursor.从同一前体中选择性地获得双硼掺杂的四苯并戊并烯或氧杂二硼戊环。
Chem Sci. 2019 Jul 31;10(39):9017-9027. doi: 10.1039/c9sc03115d. eCollection 2019 Oct 21.
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Stereochemical Differences in Fluorocyclopropyl Amides Enable Tuning of Btk Inhibition and Off-Target Activity.氟环丙基酰胺的立体化学差异可实现布鲁顿酪氨酸激酶(Btk)抑制作用和脱靶活性的调控。
ACS Med Chem Lett. 2020 Jul 13;11(8):1588-1597. doi: 10.1021/acsmedchemlett.0c00249. eCollection 2020 Aug 13.
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Bicyclohexene--naphthalenes: Scalable Synthesis, Diverse Functionalization, Efficient Polymerization, and Facile Mechanoactivation of Their Polymers.双环[4.2.0]辛烯-萘烷:可扩展合成、多样化功能化、高效聚合以及其聚合物的简便机械活化。
J Am Chem Soc. 2020 Aug 26;142(34):14619-14626. doi: 10.1021/jacs.0c06454. Epub 2020 Aug 13.
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Differential Sensing of Saccharides Based on an Array of Fluorinated Benzosiloxaborole Receptors.基于氟化苯并硅氧硼杂环戊烷受体阵列的糖的差分式感应。
Sensors (Basel). 2020 Jun 22;20(12):3540. doi: 10.3390/s20123540.