Chemodivergent Phototransformations of Green Fluorescent Protein Related Chromophores: Wavelength‐Dependent Photodimerization and Spirocyclization

IF 4.4 2区 化学 Q2 CHEMISTRY, APPLIED Advanced Synthesis & Catalysis Pub Date : 2024-11-12 DOI:10.1002/adsc.202401001
Victoria Opryshko, Dmitrii Ivanov, Anastasia Danshina, Svetlana Krasnova, Artur Eshtukov-Shcheglov, Andrey Mikhaylov, Alexander Smirnov, Mikhail Baranov
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Abstract

Benzylidene imidazolones with an ortho‐sec‐amino group undergo chemodivergent photochemical transformations, based on the wavelength of irradiation. Irradiation at 525 nm causes dimerization and the formation of cyclobutanes with two spiroatoms, related to dictazoles in 87‐98% yields. In turn, irradiation at 365 nm provides access to spirocyclic indolines in 67‐92% yields. Each of the processes proceeds with exclusive atom economy and chemoselectivity.
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绿色荧光蛋白相关发色团的化学变化:波长依赖性光二聚化和螺环化
带有正交仲氨基的亚苄基咪唑啉酮会根据照射波长发生化学变化。525 纳米波长的辐照会导致二聚化,并形成带有两个螺原子的环丁烷,其产率为 87-98%。反过来,在 365 纳米波长下进行辐照,可以得到螺环吲哚啉,产率为 67-92%。每个过程都具有独特的原子经济性和化学选择性。
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
Advanced Synthesis & Catalysis
Advanced Synthesis & Catalysis 化学-应用化学
CiteScore
9.40
自引率
7.40%
发文量
447
审稿时长
1.8 months
期刊介绍: Advanced Synthesis & Catalysis (ASC) is the leading primary journal in organic, organometallic, and applied chemistry. The high impact of ASC can be attributed to the unique focus of the journal, which publishes exciting new results from academic and industrial labs on efficient, practical, and environmentally friendly organic synthesis. While homogeneous, heterogeneous, organic, and enzyme catalysis are key technologies to achieve green synthesis, significant contributions to the same goal by synthesis design, reaction techniques, flow chemistry, and continuous processing, multiphase catalysis, green solvents, catalyst immobilization, and recycling, separation science, and process development are also featured in ASC. The Aims and Scope can be found in the Notice to Authors or on the first page of the table of contents in every issue.
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