基于碘催化水中氧化脱硫环的四环喹唑啉酮的绿色合成

IF 2 3区化学 Q2 CHEMISTRY, ORGANIC

Journal of Heterocyclic Chemistry Pub Date : 2025-07-17 DOI:10.1002/jhet.70038

Miku Moriwaki, Yuuki Tomotani, Shinji Tanimori

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引用次数: 0

摘要

实现了12- h -苯并[4,5]恶唑[2,3-b]喹唑啉-12- 1衍生物的绿色合成，这是一类罕见的四环杂环。异硫氰酸甲酯与2-氨基酚反应生成3-（2-羟基苯基）-2-硫氧基-2,3-二氢喹唑啉-4(1H)- 1，在氧化剂和碱存在下，用催化量的碘原位处理得到所需的12h -苯并[4,5]恶唑[2,3-b]喹唑啉-12- 1，在水中作为绿色溶剂产率高。通过转换可以容忍一系列官能团。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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Green Synthesis of Tetracyclic Quinazolinones Based on Iodine-Catalyzed Oxidative Desulfurative Cyclization in Water

Green method for the synthesis of 12H-benzo[4,5]oxazolo[2,3-b]quinazolin-12-one derivatives, a rare class of tetracyclic heterocycles, has been realized. Reaction of methyl isothiocyanatobenzoates with 2-aminophenols formed 3-(2-Hydroxyphenyl)-2-thioxo-2,3-dihydroquinazolin-4(1H)-ones, which were treated in situ with a catalytic amount of iodine in the presence of oxidant and base to provide the desired 12H-benzo[4,5]oxazolo[2,3-b]quinazolin-12-ones in good yields in water as a green solvent. A range of functional groups has been tolerated through the transformations.

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来源期刊

Journal of Heterocyclic Chemistry 化学-有机化学

CiteScore

5.20

自引率

4.20%

发文量

177

审稿时长

3.9 months

期刊介绍： The Journal of Heterocyclic Chemistry is interested in publishing research on all aspects of heterocyclic chemistry, especially development and application of efficient synthetic methodologies and strategies for the synthesis of various heterocyclic compounds. In addition, Journal of Heterocyclic Chemistry promotes research in other areas that contribute to heterocyclic synthesis/application, such as synthesis design, reaction techniques, flow chemistry and continuous processing, multiphase catalysis, green chemistry, catalyst immobilization and recycling.