Stereoselective Nucleophilic Addition of Potassium Ethynyltrimethylsilyltrifluoroborate to N-acyliminium ions: Versatile Building Blocks to 1,2,3-Triazoles

Stereoselective Nucleophilic Addition of Potassium Ethynyltrimethylsilyltrifluoroborate to N-acyliminium ions: Versatile Building Blocks to 1,2,3-Triazoles

Ferreira*(PG), Fernando P.; Manarin, Flávia G.; Pedrozo, Eliane C.; Stefani, Hélio A.

Abstract:

N-acyliminium ions are important intermediates in organic synthesis, particularly for the synthesis of various nitrogen-containing natural and unnatural products of biological interest. A wide variety of carbon-based nucleophiles are known to react with N-acyliminium ions. In this context, potassium organotrifluoroborates salts represent a versatile tool for the production of new substituted pirrolidinones. N-heterocyclic compounds such as 1,2,3-triazoles play an important role in biological fields and there are innumerous examples in the literature including anti-HIV activity, antimicrobial, and more. In this context, considerable efforts have been made to develop new methods to synthesize this heterocycle.

N-acyliminium ions are important intermediates in organic synthesis, particularly for the synthesis of various nitrogen-containing natural and unnatural products of biological interest. A wide variety of carbon-based nucleophiles are known to react with N-acyliminium ions. In this context, potassium organotrifluoroborates salts represent a versatile tool for the production of new substituted pirrolidinones. N-heterocyclic compounds such as 1,2,3-triazoles play an important role in biological fields and there are innumerous examples in the literature including anti-HIV activity, antimicrobial, and more. In this context, considerable efforts have been made to develop new methods to synthesize this heterocycle.

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DOI: 10.5151/chempro-14bmos-R0354-1

Referências bibliográficas

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Como citar:

Ferreira*(PG), Fernando P.; Manarin, Flávia G.; Pedrozo, Eliane C.; Stefani, Hélio A.; "Stereoselective Nucleophilic Addition of Potassium Ethynyltrimethylsilyltrifluoroborate to N-acyliminium ions: Versatile Building Blocks to 1,2,3-Triazoles", p-354-354. In: In Blucher Chemistry Proceedings, São Paulo, v. 1, n. 1, Setembro.2013. São Paulo: Blucher, 2013.
ISSN 23184043, DOI 10.5151/chempro-14bmos-R0354-1