Visible-light-activated photocatalyst- and additive-free multi-component reaction driven by the cyclopropylamine-based EDA complex in water†

IF 9.3 1区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY
Green Chemistry Pub Date : 2025-03-25 DOI:10.1039/D5GC00265F
Zi-Kang Wang, Long-Xue Wang, Hao Lin, Bin Qiu, Yongchao Ma, Jian Xiao and Xiao-De An
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引用次数: 0

Abstract

Green synthesis involving visible-light EDA chemistry, multi-component systems and water as a medium is highly attractive and desirable in academia and industry. Herein, we offer a protocol to achieve a photocatalyst- and additive-free multi-component reaction driven by a cyclopropylamine-based EDA complex in water. A mechanistic study revealed that electron-deficient alkenes served as electron acceptors, enabling the formation of an EDA complex with cyclopropylamine. A series of cyclopentylamines derived from readily available cyclopropylamine, aldehyde and activated methylene species can be provided in moderate to excellent yields (up to 93%). The applicability of this method has been further demonstrated in the late-stage functionalization of a number of commercially available pharmaceutical compounds and exploration of their derivatization.

由环丙胺基EDA配合物驱动的可见光活化无添加剂多组分反应†
以可见光EDA化学、多组分体系和水为介质的绿色合成在学术界和工业界都具有很高的吸引力和可取性。在此,我们提供了一种方案,以实现光催化剂和添加剂无多组分反应驱动的环丙胺基EDA配合物在水中。机制研究表明,缺乏电子的烯烃作为电子受体,使与环丙胺形成EDA配合物。由现成的环丙胺、醛和活化亚甲基衍生的一系列环戊胺可以以中等至优异的收率(高达93%)提供。该方法的适用性已在许多市售药物化合物的后期功能化及其衍生化的探索中得到进一步证明。
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来源期刊
Green Chemistry
Green Chemistry 化学-化学综合
CiteScore
16.10
自引率
7.10%
发文量
677
审稿时长
1.4 months
期刊介绍: Green Chemistry is a journal that provides a unique forum for the publication of innovative research on the development of alternative green and sustainable technologies. The scope of Green Chemistry is based on the definition proposed by Anastas and Warner (Green Chemistry: Theory and Practice, P T Anastas and J C Warner, Oxford University Press, Oxford, 1998), which defines green chemistry as the utilisation of a set of principles that reduces or eliminates the use or generation of hazardous substances in the design, manufacture and application of chemical products. Green Chemistry aims to reduce the environmental impact of the chemical enterprise by developing a technology base that is inherently non-toxic to living things and the environment. The journal welcomes submissions on all aspects of research relating to this endeavor and publishes original and significant cutting-edge research that is likely to be of wide general appeal. For a work to be published, it must present a significant advance in green chemistry, including a comparison with existing methods and a demonstration of advantages over those methods.
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