A new cycloaddition process involving nitro group participation in polynitroaromatic chemistry

Jean-Claude Halle; Dominique Vichard; Marie-Jose Pouet

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A new cycloaddition process involving nitro group participation in polynitroaromatic chemistry

机译：涉及硝基参与多硝基芳烃化学的新环加成过程

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The reaction of ethyl vinyl ether (2 equiv) with 4,6-dinitrobezofuroxan (DNBF, 1 equiv) in dichloromethane affords a mixture of two diastereomeric dihydrooxazine N-oxideadducts, 5a and 5b, in a 4:1 ratio. Further addition of the enol reagent to this mixture results in a second cycloaddition process with formation of a bis(dihydrooxazine N-oxide) product 6, which can also be obtained directly upon treatment of DNBF with excess ethyl vinyl ether.

机译：乙基乙烯基醚（2当量）与4,6-二硝基苯并呋喃（DNBF，1当量）在二氯甲烷中的反应，以4：1的比例提供两种非对映体二氢恶嗪N-氧化物加合物5a和5b的混合物。将烯醇试剂进一步添加到该混合物中导致第二次环加成过程，形成双（二氢恶嗪N-氧化物）产物6，其也可以在用过量的乙基乙烯基醚处理DNBF时直接获得。

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《The Journal of Organic Chemistry》 |1997年第21期|p.7178-7182|共5页
作者
Jean-Claude Halle; Dominique Vichard; Marie-Jose Pouet;
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收录信息美国《科学引文索引》(SCI);美国《工程索引》(EI);美国《生物学医学文摘》(MEDLINE);美国《化学文摘》(CA);
原文格式 PDF
正文语种 eng
中图分类有机化学;
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A new cycloaddition process involving nitro group participation in polynitroaromatic chemistry

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