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Design and synthesis of spirobiisoxazoline dibenzoquinone derivatives via [3 + 2] double 1,3-dipolar cycloaddition reaction
Tetrahedron Letters ( IF 1.8 ) Pub Date : 2018-12-29 , DOI: 10.1016/j.tetlet.2018.12.067
K. Jones M. Swapnaja , Satyanarayana Yennam , Murthy Chavali

A series of novel spirobiisoxazoline dibenzoquinone derivatives were synthesized starting from 2,5-dimethoxybenzaldehyde in a six-step synthetic sequence”. The key step [3 + 2] double 1,3-dipolar cycloaddition of oxime chloride with allenoate was performed under mild reaction conditions using sodium carbonate at ambient temperature. This is the first innovative synthesis of Spirobiisoxazoline Dibenzoquinone system where quinone ring is alkylated to isoxazoline moiety.



中文翻译:

[3 + 2]双1,3-偶极双环加成反应设计和合成螺并异恶唑啉二苯醌衍生物

以六步合成顺序从2,5-二甲氧基苯甲醛开始合成了一系列新颖的螺杂异恶唑啉二苯并醌衍生物”。在温和的反应条件下,使用碳酸钠在环境温度下,进行了肟肟与脲基甲酸酯的关键步骤[3 + 2]双1,3-偶极环加成反应。这是螺环恶唑啉二苯醌体系的第一个创新合成方法,其中醌环被烷基化为异恶唑啉部分。

更新日期:2018-12-29
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