A mild and efficient AgSbF6-catalyzed synthesis of fully substituted pyrroles through a sequential propargylation/amination/cycloisomerization reaction

TETRAHEDRON

卷:70

Article

Gujarathi, Satheesh¹  Liu, Xingui¹  Song, Lin¹  Hendrickson, Howard¹  Zheng, Guangrong¹ 

[1] Univ Arkansas Med Sci, Coll Pharm, Dept Pharmaceut Sci, Little Rock, AR 72205 USA

关键词: Propargylation;    AgSbF6;    Cycloisomerization;    Pyrrole;    Heterocycles;   

DOI  :  10.1016/j.tet.2014.05.073

来源: Elsevier

【 摘 要 】

Development of an efficient synthesis of fully substituted pyrroles via a sequential propargylation/amination/cycloisomerization was accomplished using AgSbF6 as a catalyst. The one-pot three-component reaction of propargylic alcohols, 1,3-dicarbonyl compounds, and primary amines proceeds at a mild temperature, which prevents the formation of furan by-product. The reaction was also successfully applied to the more basic aliphatic amines with the addition of 1.1 equiv of acetic acid. (C) 2014 Elsevier Ltd. All rights reserved.

【 授权许可】

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