Approach to Spirocyclohexadienes via Visible Light‐Mediated ipso‐Cyclization of Amino Acid Derivatives with N‐(2‐Phenyl)benzoyl Groups

IF 2.8 4区 化学 Q1 CHEMISTRY, ORGANIC Asian Journal of Organic Chemistry Pub Date : 2024-07-01 DOI:10.1002/ajoc.202400140
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Abstract

Spirocycles are important structural motifs, found in natural and pharmaceutical compounds, which have attracted considerable interest in modern drug discovery research. Herein, we describe the development of a visible light‐mediated ipso‐cyclization of amino acid derivatives with N‐(2‐phenyl)benzoyl groups, allowing easy access to a variety of spirocyclohexadienes. The addition of water was found to be beneficial in promoting the reaction progress. Investigation of the substrate scope revealed that incorporating an electron‐donating moiety at the 3′‐position of the biphenyl group resulted in a more favorable outcome for spirocycle formation.

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通过可见光介导的 N-(2-苯基)苯甲酰基氨基酸衍生物异环生成螺环己二烯的方法
螺环是天然化合物和药物化合物中的重要结构基团,在现代药物发现研究中引起了极大的兴趣。在此,我们介绍了在可见光介导下,对带有 N-(2-苯基)苯甲酰基的氨基酸衍生物进行同环化的方法,从而轻松获得各种螺环己二烯。研究发现,加水有利于促进反应的进行。对底物范围的研究表明,在联苯基团的 3'- 位上加入一个电子供体,对螺环的形成更为有利。
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来源期刊
CiteScore
4.70
自引率
3.70%
发文量
372
期刊介绍: Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.
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