An oxidative cleavage of arene-condensed 4H-pyrans via the Grob–Wharton fragmentation

IF 16.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Accounts of Chemical Research Pub Date : 2024-06-04 DOI:10.1007/s10593-024-03310-6

Maxim R. Demidov, Vitaly A. Osyanin, Yury N. Klimochkin

引用次数: 0

Abstract

When benzannulated dihydroindenochromene and dihydroxanthene derivatives were treated with m-chloroperoxybenzoic acid, oxidative cleavage of the pyran C=C bond and the formation of condensed ketolactones, the derivatives of oxonine-2,6-dione and oxecine-2,7-dione, took place. The reaction proceeded via epoxidation of the pyran double bond followed by the opening of the epoxide and Grob–Wharton fragmentation.

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通过格劳博-沃顿碎片氧化裂解芳烃缩合的 4H-pyrans

当用间氯过氧苯甲酸处理苯并蒽的二氢茚并二氢氧蒽衍生物时，吡喃 C=C 键发生氧化裂解并形成缩酮内酯，即氧杂蒽醌-2,6-二酮和氧杂蒽醌-2,7-二酮的衍生物。反应是通过吡喃双键的环氧化作用进行的，然后是环氧化物的打开和格劳博-沃顿（Grob-Wharton）碎裂。

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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来源期刊

Accounts of Chemical Research 化学-化学综合

CiteScore

31.40

自引率

1.10%

发文量

312

审稿时长

2 months

期刊介绍： Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.