Tetrahedron

Pyrrolo-dihydropteridines via a cascade reaction consisting of iminium cyclization and O–N Smiles rearrangement

J Xiang, L Zheng, H Xie, X Hu, Q Dang, X Bai

文献索引：Xiang, Jinbao; Zheng, Lianyou; Xie, Hongxiang; Hu, Xiaowei; Dang, Qun; Bai, Xu Tetrahedron, 2008 , vol. 64, # 38 p. 9101 - 9107

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被引用次数: 24

摘要

The reactions of 5-pyrrolyl-pyrimidinyloxyacetaldehyde or methyl ketone with primary amines yielded hydroxymethylpyrrolopteridine derivatives via a cascade of iminium cyclization and O–N Smiles rearrangement. The present cascade exhibited a different profile compared to the previously reported ones, which consisted of N–N Smiles rearrangement. Lewis acid (TiCl4) under carefully controlled conditions was employed to suppress the ...