The Use of Aryl-Substituted Homophthalic Anhydrides in the Castagnoli–Cushman Reaction Provides Access to Novel Tetrahydroisoquinolone Carboxylic Acid Bearing an All-Carbon Quaternary Stereogenic Center
作者:Nazar Moshnenko、Alexander Kazantsev、Olga Bakulina、Dmitry Dar’in、Mikhail Krasavin
DOI:10.3390/molecules27238462
日期:——
Novel aryl-substituted homophthalic acids were cyclodehydrated to the respective homophthalic anhydrides for use in the Castagnoli-Cushman reaction. With a range of imines, this reaction proceeded smoothly and delivered hitherto undescribed 4-aryl-substituted tetrahydroisoquinolonic acids with remarkable diastereoselectivity, good yields and no need for chromatographic purification. These findings
将新型芳基取代的邻苯二甲酸脱水环化为相应的邻苯二甲酸酐,用于 Castagnoli-Cushman 反应。使用一系列亚胺,该反应顺利进行,并提供了迄今为止未描述的 4-芳基取代的四氢异喹诺酮酸,具有显着的非对映选择性、良好的产率且无需色谱纯化。这些发现显着扩展了 Castagnoli-Cushman 反应中可使用的环状酸酐的范围,并表明在药用相关的四氢异喹诺酮酸支架周围获得了一种新的取代模式。