An Au(I)-catalyzed rearrangement/cyclization cascade toward the synthesis of 2-substituted-1,4,5,6-tetrahydrocyclopenta[b]pyrrole

Xue-Qing Mou; Zheng-Liang Xu; Shao-Hua Wang; Dao-Yong Zhu; Jie Wang; Wen Bao; Shi-Jiang Zhou; Chao Yang; Di Zhang

doi:10.1039/c5cc03979g

An Au(I)-catalyzed rearrangement/cyclization cascade toward the synthesis of 2-substituted-1,4,5,6-tetrahydrocyclopenta[b]pyrrole

Chem Commun (Camb). 2015 Aug 4;51(60):12064-7. doi: 10.1039/c5cc03979g.

Authors

Xue-Qing Mou¹, Zheng-Liang Xu, Shao-Hua Wang, Dao-Yong Zhu, Jie Wang, Wen Bao, Shi-Jiang Zhou, Chao Yang, Di Zhang

Affiliation

¹ School of Pharmacy & State Key Laboratory of Applied Organic Chemistry Lanzhou University, Lanzhou 730000, P. R. China. [email protected].

PMID: 26121351
DOI: 10.1039/c5cc03979g

Abstract

An Au(I)-catalyzed tandem reaction for the synthesis of 2-phenyl-1,4,5,6-tetrahydrocyclopenta[b]pyrrole derivatives from 1-(1-hydroxy-3-phenylprop-2-yn-1-yl)cyclobutanol and primary amines or NH4OAc has been developed to afford a series of polysubstituted pyrroles in moderate to good yields.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amines / chemical synthesis
Amines / chemistry
Catalysis
Cyclization
Cyclobutanes / chemical synthesis
Cyclobutanes / chemistry
Cyclopentanes / chemical synthesis*
Cyclopentanes / chemistry
Gold / chemistry*
Pyrroles / chemical synthesis*
Pyrroles / chemistry

Substances

1,4,5,6-tetrahydrocyclopenta(b)pyrrole
Amines
Cyclobutanes
Cyclopentanes
Pyrroles
cyclobutanol
Gold