Application of thiopyrylium trifluoromethanesulfonates as Lewis acids in organocatalytic reactions

The successful application of thiopyrylium trifluoromethanesulfonate (triflate) as organic Lewis-acidic catalysts in electro-philic aromatic bromination, acetalization, cascade, and three-component reactions is disclosed. All these transformations provided the desired products in good yield. In particular, a catalytic amount of thiopyrylium triflate was used to activate <i>N</i>-bromosuccinimide for the bromination of various aromatic compounds under ambient and dark conditions.

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Publication Details

Journal
Organic & Biomolecular Chemistry
Published
2025-01-01
DOI
https://doi.org/10.1039/d5ob01353d
Primary Topic
Chemical Synthesis and Reactions
Type
article
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article

Application of thiopyrylium trifluoromethanesulfonates as Lewis acids in organocatalytic reactions

Noriyoshi Nagahora, Yukari Watanabe, Mana Hotta, Chikako Yoshimura
Organic & Biomolecular Chemistry
Chemical Synthesis and Reactions
article

Application of thiopyrylium trifluoromethanesulfonates as Lewis acids in organocatalytic reactions

Noriyoshi Nagahora, Yukari Watanabe, Mana Hotta, Chikako Yoshimura
article en

Abstract

The successful application of thiopyrylium trifluoromethanesulfonate (triflate) as organic Lewis-acidic catalysts in electro-philic aromatic bromination, acetalization, cascade, and three-component reactions is disclosed. All these transformations provided the desired products in good yield. In particular, a catalytic amount of thiopyrylium triflate was used to activate <i>N</i>-bromosuccinimide for the bromination of various aromatic compounds under ambient and dark conditions.

Organic & Biomolecular ChemistryVol. 23(40)
Fukuoka University (JP)
Openalex Percentile: Top 80%
Chemical Synthesis and Reactions
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