异噻唑的合成及反应活性的最新研究进展,Advanced Synthesis & Catalysis

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异噻唑的合成及反应活性的最新研究进展
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2019-05-22 , DOI: 10.1002/adsc.201900072
Ana De Oliveira Silva ₁ , James McQuade ₁ , Michal Szostak _{1,

2}

Affiliation

异噻唑是一类重要的五元硫杂环化合物，由于其在1,2关系中具有两个负电性杂原子的独特性质，因此在药物化学和有机合成中得到了广泛应用。但是，与其他1,2-唑类相比，异噻唑的易组装一直被认为是一个巨大的挑战。在过去的十年中，异噻唑的合成和功能化领域取得了重大进展，这使得异噻唑可以通过前所未有的途径被广泛的感兴趣的化学家使用。已经出现了新的缩合方法，以解决不稳定的硫代羟胺所带来的挑战。据报道，新的金属催化方法可提供带有各种敏感官能团的密集装饰的异噻唑。通过交叉偶联和直接的CH活化化学方法已经开发了新的功能化策略。最后，基于异噻唑的新型杂环结构的出现为这种多功能杂环支架的未来研究打开了大门。此次审查的期限为2004年1月至2018年12月，旨在作为对异恶唑的审查的续集，异恶唑代表了另一类合成上重要的1,2-恶唑（请参阅进阶合成器。Catal。2015年，357，2583年至2614年）。

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Recent Advances in the Synthesis and Reactivity of Isothiazoles

Isothiazoles represent an important class of five‐membered sulfur heterocycles that are widely utilized in medicinal chemistry and organic synthesis due to the unique properties of two electronegative heteroatoms in a 1,2‐relationship. However, in contrast to other 1,2‐azoles, the facile assembly of isothiazoles has always been considered a substantial challenge. In the last decade, major advances have taken place in the fields of synthesis and functionalization of isothiazoles that make them accessible to a wide range of interested chemists through unprecedented pathways. New condensation methods have emerged that address the challenges posed by unstable thiohydroxylamine. New metal‐catalyzed approaches have been reported that deliver densely decorated isothiazoles bearing various sensitive functional groups. New functionalization strategies have been developed through both cross‐coupling and direct C−H activation chemistry. Finally, the emergence of novel heterocyclic architectures based on isothiazole opens the door for future investigations of this versatile heterocyclic scaffold. This review covers the period from January 2004 to December 2018 and is intended as a sequel to the review on isoxazoles, which represent another class of synthetically‐important 1,2‐azoles (see Adv. Synth. Catal. 2015, 357, 2583–2614).

更新日期：2019-05-22

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