One-pot AgOAc-mediated synthesis of polysubstituted pyrroles from primary amines and aldehydes: application to the total synthesis of purpurone.
A simple and efficient method for the synthesis of 1,3,4-trisubstituted or 3,4-disubstituted pyrroles has been developed. The reaction represents the first time that pyrroles are synthesized directly from readily available aldehydes and amines (anilines) as starting materials. This method has been successfully applied to the rapid synthesis of purpurone.
Li
Qingjiang
Q
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, 38 Xueyuan Road, Beijing 100191, China.
Fan
Aili
A
Lu
Zhiyao
Z
Cui
Yuxin
Y
Lin
Wenhan
W
Jia
Yanxing
Y
D000085:Acetates / Q000737:chemistry*; D000447:Aldehydes / Q000737:chemistry*; D000588:Amines / Q000737:chemistry*; D019281:Dimerization; D006576:Heterocyclic Compounds, 4 or More Rings / Q000138:chemical synthesis*; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis*; D018030:Silver Compounds / Q000737:chemistry*
D000085:Acetates; D000447:Aldehydes; D000588:Amines; D006576:Heterocyclic Compounds, 4 or More Rings; D011758:Pyrroles; D018030:Silver Compounds; C554255:purpurone; C103100:silver acetate