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苯并噻唑类化合物的合成研究进展——综述。 ——氨基噻酚与羧酸及其衍生物的缩合反应

Benzothiazoles from Condensation of -Aminothiophenoles with Carboxylic Acids and Their Derivatives: A Review.

机构信息

Instituto Politécnico Nacional-UPIBI, Laboratorio de Química Supramolecular y Nanociencias, Av. Acueducto s/n, Barrio la Laguna Ticomán, México 07340, DF, Mexico.

Laboratorio de Investigación de Bioquímica, Sección de Estudios de Posgrado e Investigación, Escuela Superior de Medicina, Instituto Politécnico Nacional, Plan de San Luis y Salvador Díaz Mirón s/n, Casco de Santo Tomás, México 11340, DF, Mexico.

出版信息

Molecules. 2021 Oct 28;26(21):6518. doi: 10.3390/molecules26216518.

Abstract

Nowadays, organic chemists are interested in the field of heterocyclic chemistry due to its use in the synthesis of a great variety of biologically active compounds. Heterocyclic compounds are widely found in nature and are essential for life. Among these, some natural nitrogen containing heterocyclic compounds have been used as chemotherapeutic agents. Their attachment to sugar molecules either as thioglycosides or as nucleosides analogues plays an important role in vital biological processes as well as in synthetic organic chemistry. Molecules containing benzothiazole (BT) nuclei are of this interesting class of compounds because some of them have been found to have a wide variety of biological activities. In this sense, we selected this topic to review and to then summarize the procedures related to the condensation reactions of -aminothiophenoles (ATPs) as well as their disulfides with carboxylic acids, esters, orthoesters, acyl chlorides, amides, and nitriles. The condensation reactions with carbon dioxide (CO) are included. Conventional methods with the use of acid and metal catalysts as well as recent green techniques, such as microwave irradiation, the use of ionic liquids, and ultrasound (US) chemistry, which have proven to have many advantages, were found in the review.

摘要

如今,由于杂环化学在合成各种具有生物活性的化合物中的应用,有机化学家对其领域很感兴趣。杂环化合物在自然界中广泛存在,是生命所必需的。其中,一些含氮的天然杂环化合物已被用作化疗药物。它们与糖分子结合,无论是作为硫糖苷还是核苷类似物,在重要的生物过程以及合成有机化学中都起着重要的作用。含有苯并噻唑(BT)核的分子属于这一类有趣的化合物,因为其中一些已被发现具有广泛的生物活性。在这个意义上,我们选择了这个主题来进行综述,然后总结了 -氨基噻吩酚(ATPs)及其二硫化物与羧酸、酯、原酸酯、酰氯、酰胺和腈的缩合反应的程序。包括与二氧化碳(CO)的缩合反应。在综述中发现了传统的方法,包括使用酸和金属催化剂,以及最近的绿色技术,如微波辐射、离子液体的使用和超声(US)化学,这些技术已被证明具有许多优点。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/c365/8587170/ba4be08b65b8/molecules-26-06518-sch059.jpg

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