Mohamadpour Farzaneh
School of Engineering, Apadana Institute of Higher Education, Shiraz, Iran.
Front Chem. 2022 Jul 18;10:934781. doi: 10.3389/fchem.2022.934781. eCollection 2022.
In a green tandem reaction using aldehyde derivatives, malononitrile, and dimedone, a radical tandem Knoevenagel-Michael cyclocondensation reaction of tetrahydrobenzo[]pyran scaffolds was developed. Using visible light as a sustainable energy source, methylene blue (MB)-derived photo-excited state functions were employed in an aqueous solution as single-electron transfer (SET) and energy transfer catalysts. The range of yields is quite uniform (81-98%, average 92.18%), and the range of reaction time is very fast (2-7 min, average 3.7 min), and the point mentioned in the discussion is that the procedure tolerates a range of donating and withdrawing groups, while still giving very excellent yields. The reaction is fairly insensitive to the nature of the substituents. Research conducted in this project aims to develop a non-metallic cationic dye that is both inexpensive and widely available for more widespread use. In addition to energy efficiency and environmental friendliness, methylene blue also offers an excellent atom economy, time-saving features, and ease of use. As a result, a wide range of long-term chemical and environmental properties can be obtained. The turnover number and turnover frequency of tetrahydrobenzo[]pyran scaffolds have been computed. Surprisingly, gram-scale cyclization is a possibility, implying that the technology may be applied in industries.
在使用醛衍生物、丙二腈和双甲酮的绿色串联反应中,开发了一种四氢苯并[]吡喃支架的自由基串联Knoevenagel - Michael环缩合反应。以可见光作为可持续能源,亚甲基蓝(MB)衍生的光激发态功能在水溶液中用作单电子转移(SET)和能量转移催化剂。产率范围相当均匀(81 - 98%,平均92.18%),反应时间范围非常快(2 - 7分钟,平均3.7分钟),讨论中提到的一点是该方法能耐受一系列供电子和吸电子基团,同时仍能给出非常优异的产率。该反应对取代基的性质相当不敏感。本项目开展的研究旨在开发一种既廉价又广泛可得、可供更广泛使用的非金属阳离子染料。除了能源效率和环境友好性外,亚甲基蓝还具有出色的原子经济性、省时特性和易用性。因此,可以获得广泛的长期化学和环境性质。已经计算了四氢苯并[]吡喃支架的周转数和周转频率。令人惊讶的是,克级环化是可能的,这意味着该技术可能应用于工业。