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吖啶黄G(AYG)作为一种光诱导电子转移(PET)光催化剂,用于亚胺的自由基迈克尔-曼尼希环缩合反应。

Acridine yellow G (AYG) as a photo-induced electron transfer (PET) photocatalyst employed for the radical Michael-Mannich cyclocondensation of imines.

作者信息

Mohamadpour Farzaneh

机构信息

School of Engineering, Apadana Institute of Higher Education, Shiraz, Iran.

出版信息

Front Chem. 2022 Oct 6;10:1015330. doi: 10.3389/fchem.2022.1015330. eCollection 2022.

Abstract

A four-component domino Michael-Mannich cyclocondensation of amines, dialkyl acetylenedicarboxylaes, and formaldehyde was utilized to develop a green technique for sans metal combination of polyfunctionalized dihydro-2-oxypyrroles. It involves visible light as an environmentally friendly power source and acridine yellow G (AYG) as a photo-induced electron transfer (PET) photocatalyst. The motivation behind this examination was to expand the utilization of a non-metal dye that is both reasonable and broadly accessible. Photochemically catalyzed AYG flaunts exceptional returns, energy effectiveness, and natural agreeableness, as well as extraordinary iota economy, efficient highlights, and comfort of purpose. Key abilities consist of an easy experimental setup, big substrate tolerance, finance-friendly, clean painting-up strategies within the absence of tedious separation techniques, and minimized the quantity of waste for each organic transformation. The type of yields is pretty uniform (85-97%, average 92.09%), and the shape of reaction times might be very speedy (15-30 min, average 21.59 min), and the factor stated inside the dialogue is that the method tolerates quite a number electron-donating and electron-withdrawing functional groups, while, however, giving extremely good yields. The response within the reason is insensitive to the person of the substituents. Subsequently, many compounds and natural factors can be followed over the course of time. Shockingly, gram-scale cyclization is conceivable, proposing that the strategy could be utilized in industry.

摘要

利用胺、二烷基乙炔二羧酸酯和甲醛的四组分多米诺迈克尔-曼尼希环缩合反应,开发了一种用于多官能化二氢-2-氧代吡咯无金属合成的绿色技术。该技术采用可见光作为环境友好型能源,吖啶黄G(AYG)作为光诱导电子转移(PET)光催化剂。本次研究的目的是扩大一种既合理又广泛可得的非金属染料的应用。光化学催化的AYG具有优异的产率、能源效率和环境友好性,以及出色的原子经济性、高效性和使用便利性。其关键特性包括实验装置简单、底物耐受性强、成本低、无需繁琐分离技术的清洁后处理策略,以及每次有机转化产生的废物量最少。产率类型相当均匀(85 - 97%,平均92.09%),反应时间短(15 - 30分钟,平均21.59分钟),而且该方法能够耐受多种供电子和吸电子官能团,同时仍能给出极高的产率。该反应对取代基的性质不敏感。因此,随着时间的推移可以追踪许多化合物和天然产物。令人惊讶的是,克级环化是可行的,这表明该方法可用于工业生产。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/1a87/9590109/2b944cc4d39f/fchem-10-1015330-g001.jpg

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