Macrocyclic 5-bromouracil derivatives: synthesis and transformation of a uracil ring |
| |
Authors: | Anton E. Nikolaev Dilyara R. Sharafutdinova Yurii Ya. Efremov Vladimir S. Reznik |
| |
Affiliation: | A.E. Arbuzov Institute of Organic and Physical Chemistry, Kazan 420088, Arbuzov Street 8, Russian Federation |
| |
Abstract: | Cyclization of 1,3-bis(ω-bromoalkyl)-5-bromouracil with p-methoxybenzylamine or sodium sulfide led to a series of pyrimidinophanes containing heteroatoms in bridges. An unusual behaviour of the 5-bromouracil ring, namely its contraction into hydantoin units during the cyclization reactions with p-methoxybenzylamine was observed. Sodium sulfide does not affect the 5-bromouracil ring, and no transformation products were observed in the synthesis of pyrimidinophanes with sulfur bridges. A possible reaction mechanism is given. |
| |
Keywords: | Pyrimidinophanes 5-Bromouracil Hydantoin Transformation |
本文献已被 ScienceDirect 等数据库收录! |