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Gold-Catalyzed Intermolecular Ynamide Amination-Initiated Aza-Nazarov Cyclization: Access to Functionalized 2-Aminopyrroles.

Authors :
Chao Shu
Yong-Heng Wang
Cang-Hai Shen
Peng-Peng Ruan
Xin Lu
Long-Wu Ye
Source :
Organic Letters. Jul2016, Vol. 18 Issue 13, p3254-3257. 4p.
Publication Year :
2016

Abstract

A novel gold-catalyzed intermolecular ynamide amination-initiated aza-Nazarov cyclization has been developed, allowing the facile and efficient synthesis of various 2-aminopyrroles in moderate to good yields. Furthermore, a mechanistic rationale for this tandem sequence, especially for the observed high regioselectivity, is also well supported by DFT (density functional theory) computations. The high flexibility, broad substrate scope, and mild nature of this reaction render it a viable alternative for the construction of 2-aminopyrroles. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
15237060
Volume :
18
Issue :
13
Database :
Academic Search Index
Journal :
Organic Letters
Publication Type :
Academic Journal
Accession number :
116607993
Full Text :
https://doi.org/10.1021/acs.orglett.6b01503