Intramolecular Cyclopropanation of Alkene-Tethered CF3-Imidoyl Sulfoxonium Ylides: Synthesis of Cyclopropane-Fused Quinolines

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-05-21 DOI:10.1021/acs.orglett.5c0156310.1021/acs.orglett.5c01563

Ying Tang, Wen-Mei Luo, Bao-Yi Liu, Yi Liu, Jun Ying, Xue-Tao Xu* and Jin-Bao Peng*,

引用次数: 0

Abstract

A metal-free intramolecular cyclopropanation of CF₃-imidoyl sulfoxonium ylides with styrenes was developed, affording cyclopropane-fused quinolines. This strategy provides efficient access to diverse trifluoromethyl-substituted dihydro-1H-cyclopropa[c]quinolines under mild, transition-metal-free conditions. Notably, the sulfoxonium ylide generation and subsequent cyclopropanation could proceed in a one-pot fashion, affording the products in good yields.

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烯系cf3 -酰基亚砜酰化的分子内环丙烷化：环丙烷融合喹啉的合成

研究了cf3 -亚砜酰亚砜与苯乙烯的无金属分子内环丙烷化反应，得到了环丙烷融合的喹啉。该策略可在温和、无过渡金属的条件下有效地获得各种三氟甲基取代的二氢- 1h -环丙烯[c]喹啉。值得注意的是，亚砜酰化生成和随后的环丙烷化可以在一锅方式下进行，以提供良好的产品收率。

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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.