IF 2.9 3区 化学 Q1 CHEMISTRY, ORGANIC Organic & Biomolecular Chemistry Pub Date : 2025-01-28 DOI:10.1039/d4ob02085e
Mengran Gan, Xiaoting Wu, Xiaochen Ji, Huawen Huang
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摘要

在此,我们报告了一种通过光氧化催化将容易获得的异氰基芳基与简单的醛进行级联环化的方法,为获得有价值的 6-羟基烷基化菲啶提供了一种直接的途径。机理研究表明,通过溴自由基的氢原子抽取,从醛中生成了一个关键的酰基。该方法具有优异的化学选择性,对各种官能团有极好的耐受性,反应条件温和。通过克级规模的反应和对游离羟基的各种简便操作,生成了多种菲啶衍生物,证明了它的合成实用性。
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Bromide-promoted cascade annulation of isocyanobiaryls with aldehydes through photoredox catalysis.

Herein, we report a cascade annulation of readily available isocyanobiaryls with simple aldehydes via photoredox catalysis, providing a straightforward approach towards valuable 6-hydroxyalkylated phenanthridines. Mechanistic studies indicated the generation of a key acyl radical from aldehydes by hydrogen atom abstraction with a bromine radical. This protocol exhibits exceptional chemoselectivity, excellent tolerance of various functional groups and mild reaction conditions. Its synthetic utility was demonstrated by a gram-scale reaction and various facile manipulations of the free hydroxyl group to furnish diverse phenanthridine derivatives.

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来源期刊
Organic & Biomolecular Chemistry
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.
期刊最新文献
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