Firoozi Somayeh, Hosseini-Sarvari Mona
Nano Photocatalysis Lab, Department of Chemistry, Shiraz University, Shiraz, 7194684795, Islamic Republic of Iran.
Photochem Photobiol Sci. 2023 Aug;22(8):1839-1853. doi: 10.1007/s43630-023-00414-4. Epub 2023 Apr 16.
Recently, the synthesis of organic compounds via Csp-H activation is an important target for organic and medicinal chemists. On the other hand, visible-light-mediated organic synthesis is an attractive method, which is dependent on the capability of the reagent or photocatalyst to take up solar energy. Thus, the discovery and development of novel, Milde, simple, and effective manners using visible-light-induced photocatalysts have gained great interest in synthetic organic chemistry. Herein, cadmium sulfide (CdS) nanophotocatalyst has been successfully used for the reaction of tertiary and secondary amines with trialkyl phosphites or dialkyl phosphonates for the synthesis of dialkyl ((alkyl(aryl)amino)alkyl)phosphonate, dialkyl (2-benzyl-1,2,3,4-tetrahydroisoquinolin-1-yl)phosphonate, and dialkyl ((3,4-dihydroquinolin-1(2H)-yl)(aryl)methyl)phosphonate derivatives. Using this novel procedure, all desirable products were prepared in good yields and relatively short reaction times under solvent-free conditions at room temperature (more benignant conditions) with the usage of visible-light irradiation as an easily available, inexpensive, safe, and renewable energy source.
最近，通过Csp-H活化合成有机化合物是有机化学家和药物化学家的一个重要目标。另一方面，可见光介导的有机合成是一种有吸引力的方法，它取决于试剂或光催化剂吸收太阳能的能力。因此，利用可见光诱导的光催化剂发现和开发新颖、温和、简单且有效的方法在有机合成化学中引起了极大的兴趣。在此，硫化镉（CdS）纳米光催化剂已成功用于叔胺和仲胺与亚磷酸三烷基酯或二烷基膦酸酯的反应，以合成二烷基（（烷基（芳基）氨基）烷基）膦酸酯、二烷基（2-苄基-1,2,3,4-四氢异喹啉-1-基）膦酸酯和二烷基（（3,4-二氢喹啉-1(2H)-基）（芳基）甲基）膦酸酯衍生物。使用这种新方法，在无溶剂条件下，于室温（更温和的条件）下，以可见光照射作为一种容易获得、廉价、安全且可再生的能源，所有所需产物均以良好的产率和相对较短的反应时间制备出来。
