A cascade reaction consisting of Pictet-Spengler-type cyclization and Smiles rearrangement: Application to the synthesis of novel pyrrole-fused dihydropteridines

作者：Xiang Jinbao^*; Zheng Lianyou; Chen Feng; Dang Qun; Bai Xu

来源：Organic Letters, 2007, 9(5): 765-767.

DOI：10.1021/ol0629364

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.

• 出版日期2007-3-1
• 单位吉林大学