Ortho-Functionalization of Pillar[4]arene[1]benzoquinone Monoxime via Selective 1,4-Addition of Grignard Reagents

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-01-23 DOI:10.1021/acs.orglett.4c04564

Yuxuan Xu, Runmei Li, Fengjun Liang, Xiaolong Peng, Yahu A. Liu, Fei Jia, Ke Wen

引用次数: 0

Abstract

Ortho-functionalization of pillar[n]arenes has been a formidable challenge, partially due to the fragility of their macrocyclic skeletons. In this concise report, we describe a facile synthetic method for monoarylation/alkylation at the position ortho to the oxime functionality in pillar[4]arene[1]benzoquinone monoxime (1) via addition of Grignard reagents. The described method enables the creation of various mono-ortho-alkyl/aryl-substituted pillar[5]arene derivatives that were previously inaccessible.

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.