Sulfamic Acid Catalyzed One-Pot Three-Component Synthesis of Spiro-Oxindole Fused Dihydroquinazolinone Derivatives in Aqueous Medium

IF 1.9 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY ChemistrySelect Pub Date : 2024-11-18 DOI:10.1002/slct.202403948
Bubun Banerjee, Aditi Sharma, Anu Priya, Arvind Singh, Manmeet Kaur
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Abstract

A simple, efficient, and straightforward protocol has been developed for the synthesis of spiro-oxindole fused dihydroquinazolinone derivatives from one-pot three-component reactions of isatoic anhydride, various primary anilines, and substituted isatins using a catalytic amount of sulfamic acid as an organocatalyst in water under refluxed conditions. All the synthesized compounds were formed within just 2 h and isolated pure by simple filtration with excellent yields (89%–94%). Gram scale production, use of commercially available low-cost organocatalyst, green solvent, reusability of the medium, one-pot three-component reaction strategy, no column chromatography, and high atom economy are some of the major benefits of this newly developed protocol.

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氨基磺酸催化在水介质中一锅三组分合成螺-吲哚融合二氢喹唑啉酮衍生物
在回流条件下,以氨基磺酸为有机催化剂,在水中通过异酸酐、各种伯氨基苯胺和取代的异汀类化合物的单锅三组分反应,合成了一种简单、高效、直接的螺吲哚融合二氢喹唑啉酮衍生物。所有合成的化合物均在短短 2 小时内形成,并通过简单过滤分离出纯净的化合物,而且产量极高(89%-94%)。克级生产、使用市售低成本有机催化剂、绿色溶剂、培养基可重复使用、一锅三组分反应策略、无需柱层析以及高原子经济性是这一新开发方案的部分主要优点。
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来源期刊
ChemistrySelect
ChemistrySelect Chemistry-General Chemistry
CiteScore
3.30
自引率
4.80%
发文量
1809
审稿时长
1.6 months
期刊介绍: ChemistrySelect is the latest journal from ChemPubSoc Europe and Wiley-VCH. It offers researchers a quality society-owned journal in which to publish their work in all areas of chemistry. Manuscripts are evaluated by active researchers to ensure they add meaningfully to the scientific literature, and those accepted are processed quickly to ensure rapid online publication.
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