A cascade reaction consisting of Pictet-Spengler-type cyclization and Smiles rearrangement: application to the synthesis of novel pyrrole-fused dihydropteridines.
A cascade reaction consisting of Pictet-Spengler-type cyclization and Smiles rearrangement: application to the synthesis of novel pyrrole-fused dihydropteridines.
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DOI：
10.1021/ol0629364
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发表时间：
2007-02
期刊：
影响因子：
5.2
通讯作者：
Jinbao Xiang;Lianyou Zheng;Feng Chen;Q. Dang;X. Bai
中科院分区：
文献类型：
--
作者：
Jinbao Xiang;Lianyou Zheng;Feng Chen;Q. Dang;X. Bai
[reaction: see text] Tandem Pictet-Spengler-type cyclization and Smiles rearrangement have been discovered in the synthesis of pyrimidine-fused heterocycles. The reaction of 4-chloro-5-pyrrol-1-ylpyrimidine amino aldehyde with an amine under an acidic condition yielded the Pictet-Spengler-type cyclization product diazepine, which readily underwent Smiles rearrangement to give a novel pyrrolo[1,2-f]pteridine derivative.
