Photocatalytic Sulfonyl Peroxidation of Alkenes via Deamination of N-Sulfonyl Ketimines

IF 4.9 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2024-02-22 DOI:10.1021/acs.orglett.4c00241

Yuting Feng, Shujun Chen, Leiyang Lv*, Ivan A. Yaremenko*, Alexander O. Terent’ev* and Zhiping Li*,

引用次数: 0

Abstract

A photocatalytic three-component sulfonyl peroxidation of alkenes with N-sulfonyl ketimines and tert-butyl hydroperoxide is reported. The reaction takes place via the photoinduced EnT process, which allows the efficient synthesis of a variety of β-peroxyl sulfones under mild reaction conditions in the absence of a transition metal catalyst. The downstream derivatizations of the peroxides were also performed. Furthermore, the utility of this protocol was manifested by the synthesis of 11β-HSD1 inhibitor and the antiprostate cancer drug bicalutamide.

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通过 N-磺酰基酮亚胺的脱氨作用实现烯烃的光催化磺酰基过氧化反应。

本研究报告介绍了烯烃与 N-砜基酮类化合物和叔丁基过氧化氢的光催化三组分磺酰过氧化反应。该反应通过光诱导 EnT 过程进行，在温和的反应条件下，无需过渡金属催化剂即可高效合成各种 β-过氧砜。此外，还对过氧化物进行了下游衍生。此外，11β-HSD1 抑制剂和抗前列腺癌药物比卡鲁胺的合成也体现了该方法的实用性。

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

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.