可见光介导双氧氧化1-苄基-3,4-二氢异喹啉:1-苯甲酰异喹啉和1-苯甲酰-3,4-二氢异喹啉的可切换合成

IF 2.2 4区化学 Q2 CHEMISTRY, ORGANIC

Synthesis-Stuttgart Pub Date : 2023-07-10 DOI:10.1055/a-2160-8903

Peipei Ma, Hongli Wu, H. Gan

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引用次数: 0

摘要

以双氧为氧化剂，实现了可见光介导的1-BnDHIQs无金属氧化制备BzIQs和BzDHIQs。本方案综合合成了6,7- dialkoxy BzIQs和BzDHIQs。该工艺为异喹啉类生物碱的高效合成提供了一条简便的途径。机理研究表明，自由基途径和离子途径可能同时存在，中间产物A可能是产物形成的关键化合物。

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Visible-Light-Mediated Oxidation of 1-Benzyl-3,4-dihydroisoquinolines with Dioxygen: A Switchable Synthesis of 1-Benzoylisoquinolines and 1-Benzoyl-3,4-dihydroisoquinolines

A visible-light-mediated metal-free oxidation of 1-BnDHIQs to switchable preparation of BzIQs and BzDHIQs has been realized in which dioxygen as an oxidant. 6,7-Dialkoxy BzIQs and BzDHIQs were comprehensively synthesized in this protocol. This protocol provides a facile route for the efficient synthesis of isoquinoline alkaloids. Mechanistic investigation suggested that radical pathway and ionic pathway may exist simultaneously and intermediate A may be the key compound for the formation of the products.

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来源期刊

Synthesis-Stuttgart 化学-有机化学

CiteScore

4.50

自引率

7.70%

发文量

435

审稿时长

1 months

期刊介绍： SYNTHESIS is an international full-paper journal devoted to the advancement of the science of chemical synthesis. It covers all fields of organic chemistry involving synthesis, including catalysis, organometallic, medicinal, biological, and photochemistry, but also related disciplines. SYNTHESIS provides dependable research results with detailed and reliable experimental procedures and full characterization of all important new products as well as scientific primary data.