Abstract
The Pd(TFA)2-catalyzed [4+1] annulation of chained or cyclic α-alkenyl-dicarbonyl compounds and unprotected primary amines for “one-pot” synthesis of pyrroles is reported here. Enamination and amino-alkene were involved in this practical and efficient tandem reaction. The annulation products were isolated in moderate to excellent yields with O2 as the terminal oxidant under mild conditions. In addition, this method was applied to synthesize highly regioselective aminomethylated and di(1H-pyrrol-3-yl)methane products.
Highlights
Pyrrole is one of the most significant N-containing heterocycles, and is the component of numerous biologically active molecules [1,2,3], natural products [4,5,6] and functional materials [7,8,9]
HSP90 was a therapeutic target for cancer treatment, and compound D [16] possessed a modest level of HSP90 α/β isoform selectivity
The results showed that toluene was the most suitable solvent tetrahydrofuran (THF)
Summary
Pyrrole is one of the most significant N-containing heterocycles, and is the component of numerous biologically active molecules [1,2,3], natural products [4,5,6] and functional materials [7,8,9]. Bioactivecompounds compounds containing suffer from several drawbacks such as harsh reaction conditions, sophisticated. ThereHowever, has beenthey a long-standing interest in the development of efficient methods for the preparation operations, and poor availability of the starting materials and functional group tolerance [24]. The classical synthetic methods recent years, efficient synthetic approaches to construct organic frameworks containing pyrroles have include. They from severalprocedures drawbacks as harsh reaction conditions, sophisticated reaction is one of suffer the most demanding tosuch form C–N bonds [36,37]. 2 C–H bond years,applied efficient synthetic approaches construct organic frameworks containing pyrroles in sp amination.toWithin this methodology, Pd‐catalyzed intramolecular aza‐ have
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