Borah Biplob, Swain Sidhartha, Patat Mihir, Chowhan L Raju
School of Applied Material Sciences, Centre for Applied Chemistry, Central University of Gujarat, Gandhinagar, India.
Front Chem. 2022 Sep 14;10:991026. doi: 10.3389/fchem.2022.991026. eCollection 2022.
Quinazolinone, a bicyclic compound, comprises a pyrimidine ring fused at 4´ and 8´ positions with a benzene ring and constitutes a substantial class of nitrogen-containing heterocyclic compounds on account of their frequent existence in the key fragments of many natural alkaloids and pharmaceutically active components. Consequently, tremendous efforts have been subjected to the elegant construction of these compounds and have recently received immense interest in synthetic and medicinal chemistry. The domain of synthetic organic chemistry has grown significantly over the past few decades for the construction of highly functionalized therapeutically potential complex molecular structures with the aid of small organic molecules by replacing transition-metal catalysis. The rapid access to this heterocycle by means of organocatalytic strategy has provided new alternatives from the viewpoint of synthetic and green chemistry. In this review article, we have demonstrated a clear presentation of the recent organocatalytic synthesis of quinazolinones of potential therapeutic interests and covered the literature from 2015 to date. In addition to these, a clear presentation and understanding of the mechanistic aspects, features, and limitations of the developed reaction methodologies have been highlighted.
喹唑啉酮是一种双环化合物,由一个在4´和8´位与苯环稠合的嘧啶环组成,由于它们频繁存在于许多天然生物碱和药物活性成分的关键片段中,因此构成了一大类含氮杂环化合物。因此,人们为这些化合物的巧妙构建付出了巨大努力,并且最近在合成化学和药物化学领域引起了极大关注。在过去几十年中,合成有机化学领域通过借助小分子取代过渡金属催化来构建具有高度官能化治疗潜力的复杂分子结构,取得了显著进展。从合成化学和绿色化学的角度来看,通过有机催化策略快速获得这种杂环提供了新的选择。在这篇综述文章中,我们清晰地展示了近期具有潜在治疗意义的喹唑啉酮的有机催化合成,并涵盖了2015年至今的文献。除此之外,还重点清晰地介绍并阐释了所开发反应方法的机理、特点及局限性。