Developments in the Alkynyltrifluoromethylations of Alkenes and Alkynes

Abstract

As a consequence of the expanding relevance of fluorine-containing organic molecules in drug research, the synthesis of organofluorine scaffolds has high significance in synthetic organic chemistry. Trifluoromethylative difunctionalizations of carbon–carbon multiple bonds, with the simultaneous introduction of a CF₃ group and another function, have considerable potential. Considering the high importance of carbon–carbon bond-forming reactions in organic synthesis, carbotrifluoromethylations and, in particular, alkynyltrifluoromethylations have increasing interest in synthetic chemistry. Alkynyltrifluoromethylation is a narrow area and a relatively new approach in synthetic chemistry­; however it has not been reviewed so far. Our goal in this short review is to summarize recent developments in alkynyltrifluoromethylation reactions by considering: (a) alkynyltrifluoromethylation reactions of alkenes, including reactions involving either intramolecular alkynyl migration or intermolecular transformation, and (b) alkynyltrifluoromethylation reactions of alkynes.

1 Introduction

2 Alkynyltrifluoromethylation Reactions of Alkenes

2.1 Reactions Involving Intramolecular Alkynyl Migration

2.2 Intermolecular Reactions

3 Alkynyltrifluoromethylation Reactions of Alkynes

4 Summary and Outlook

Keywords

alkenes - difunctionalization - fluorine - photocatalysis - trifluoromethylation

Publication History

Received: 10 March 2022

Accepted after revision: 30 March 2022

Accepted Manuscript online:
30 March 2022

Article published online:
12 May 2022

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