可见光下 N-(2-羟基芳基)酰胺的无光催化剂区域选择性磺酰胺化。

IF 2.7 3区化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2024-10-02 Epub Date: 2024-09-30 DOI:10.1039/d4ob01393j

Rajat , Shruti Rajput , Nitika Grover , Nidhi Jain

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引用次数: 0

摘要

在这项工作中，我们报告了一种在室温可见光下用亚胺碘烷和碘对 N-(2-羟基芳基)酰胺进行区域选择性磺酰胺化的方法。该方法不需要强氧化剂、金属或光催化剂，可将 C-H 键直接官能化为 C-N 键。机理研究表明，N,N-二碘-磺酰胺通过同源 N-I 键裂解原位生成 N-中心自由基，然后与 N-（2-羟基芳基）酰胺进行特定位点加成，生成对位磺酰胺衍生物。

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Photocatalyst-free regioselective sulfonamidation of N-(2-hydroxyaryl)amides in visible-light†

In this work, we report a regioselective sulfonamidation of N-(2-hydroxyaryl)amides with iminoiodinanes and iodine in visible light at room temperature. The method does not require a strong oxidant, metal or photocatalyst and enables direct functionalization of a C–H bond to a C–N bond. Mechanistic investigations suggest in situ generation of an N-centered radical from N,N-diiodo-sulfonamide by homolytic N–I bond cleavage followed by its site-specific addition to N-(2-hydroxyaryl)amides to furnish para-sulfonamide derivatives.

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来源期刊

Organic & Biomolecular Chemistry 化学-有机化学

CiteScore

5.50

自引率

9.40%

发文量

1056

审稿时长

1.3 months

期刊介绍： Organic & Biomolecular Chemistry is an international journal using integrated research in chemistry-organic chemistry. Founded in 2003 by the Royal Society of Chemistry, the journal is published in Semimonthly issues and has been indexed by SCIE, a leading international database. The journal focuses on the key research and cutting-edge progress in the field of chemistry-organic chemistry, publishes and reports the research results in this field in a timely manner, and is committed to becoming a window and platform for rapid academic exchanges among peers in this field. The journal's impact factor in 2023 is 2.9, and its CiteScore is 5.5.