Faty Rasha M, Rashed Mohamed S, Youssef Mohamed M
Chemistry Department, Faculty of Science, Cairo University, Cairo 12613, Egypt.
Schlumberger, Well Services, Al-Khobar 31952, Saudi Arabia.
Molecules. 2015 Jan 23;20(2):1842-59. doi: 10.3390/molecules20021842.
Bromination of N-substituted homophthalimides and tetrahydropyrido[4,3-d]- pyrimidine-5,7-diones produces 4,4-dibromohomophthalimide and 8,8-dibromo-tetrahydropyrido[4,3-d]pyrimidine-5,7-dione derivatives, respectively, that can be used as precursors for spiro derivatives. The dibromo derivatives react with different binucleophilic reagents to produce several spiroisoquinoline and spirotetrahydropyrido[4,3-d]- pyrimidine-5,7-dione derivatives, respectively. Reaction of the dibromo derivatives with malononitrile produces dicyanomethylene derivatives which react with different binucleophiles to produce new spiro derivatives. All new compounds are prepared by using the usual chemical conditions and microwave assisted conditions. The latter conditions improved the reaction yields, reduced reaction times and ameliorated the effects on the surrounding environment as the reactions are carried out in closed systems. Structures of the newly synthesized compounds are proved using spectroscopic methods such as IR, MS, 1H-NMR and 13C-NMR and elemental analyses. Some of the newly synthesized compounds were tested for their antimicrobial activities, whereby four of them showed moderate activities and the rest showed low or no activities towards the investigated species.
N-取代的高邻苯二甲酰亚胺和四氢吡啶并[4,3-d]嘧啶-5,7-二酮的溴化反应分别生成4,4-二溴高邻苯二甲酰亚胺和8,8-二溴四氢吡啶并[4,3-d]嘧啶-5,7-二酮衍生物，它们可用作螺环衍生物的前体。二溴衍生物与不同的双亲核试剂反应，分别生成几种螺异喹啉和螺四氢吡啶并[4,3-d]嘧啶-5,7-二酮衍生物。二溴衍生物与丙二腈反应生成二氰基亚甲基衍生物，该衍生物与不同的双亲核试剂反应生成新的螺环衍生物。所有新化合物均通过常规化学条件和微波辅助条件制备。后一种条件提高了反应产率，缩短了反应时间，并改善了对周围环境的影响，因为反应是在封闭系统中进行的。使用红外光谱、质谱、1H-NMR和13C-NMR等光谱方法以及元素分析来证明新合成化合物的结构。对一些新合成的化合物进行了抗菌活性测试，其中四种表现出中等活性，其余的对所研究的物种表现出低活性或无活性。
