A cascade reaction with iminium ion isomerization as the key step leading to tetrahydropyrimido[4,5-d]pyrimidines.

A cascade reaction with iminium ion isomerization as the key step leading to tetrahydropyrimido[4,5-d]pyrimidines.
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DOI:
10.1021/ol703049j
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发表时间:
2008-02
期刊:
影响因子:
5.2
通讯作者:
Lianyou Zheng;Fengzhi Yang;Q. Dang;X. Bai
Lianyou Zheng;Fengzhi Yang;Q. Dang;X. Bai
中科院分区:
化学1区
文献类型:
--
作者:
Lianyou Zheng;Fengzhi Yang;Q. Dang;X. Bai

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研究了氨基嘧啶 1 与 N-烷基氨基酸或类似物的新型级联反应。该级联的关键是嘧啶中的醛基与氨基酸的仲胺之间形成的亚胺离子的异构化,以及随后环化为邻近的氨基。该序列可用于合成新型四氢嘧啶并[4,5-d]嘧啶文库。
A novel cascade reaction of aminopyrimidines 1 with N-alkyl amino acids or analogues was investigated. The keys to this cascade are the isomerization of an iminium ion formed between the aldehyde group in pyrimidine and the secondary amine of an amino acid, and subsequent cyclization to the neighboring amino group. This sequence could be useful in the synthesis of novel tetrahydropyrimido[4,5-d]pyrimidine libraries.