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


ABSTRACT: Development of an efficient synthesis of fully substituted pyrroles via a sequential as a catalyst. The propargylation/amination/cycloisomerization was accomplished using AgSbF6 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 eq. of acetic acid.

SUBMITTER: Gujarathi S 

PROVIDER: S-EPMC4104368 | biostudies-literature | 2014 Aug

REPOSITORIES: biostudies-literature

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A mild and efficient AgSbF<sub>6</sub>-catalyzed synthesis of fully substituted pyrroles through a sequential propargylation/amination/cycloisomerization reaction.

Gujarathi Satheesh S   Liu Xingui X   Song Lin L   Hendrickson Howard H   Zheng Guangrong G  

Tetrahedron 20140801 34


Development of an efficient synthesis of fully substituted pyrroles via a sequential as a catalyst. The propargylation/amination/cycloisomerization was accomplished using AgSbF<sub>6</sub> 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 eq. of acetic acid. ...[more]

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