New Visible Light Organo(metal)-Photocatalyzed Fluoroalkylsulfanylation (RFS-) and Fluoroalkylselenolation (RFSe-) Reactions of Organic Substrates

YERIEN, DAMIAN E.; BARATA-VALLEJO, SBASTIAN; POSTIGO, AL

JOURNAL OF FLUORINE CHEMISTRY

ELSEVIER SCIENCE SA

Año: 2020 vol. 23 p. 109652 - 109664

0022-1139

10.1016/j.jfluchem.2020.109652The fluoroalkylsulfanyl (RFS-) and fluoroalkylselenolyl (RFSe-) groups are becomingincreasingly ubiquitous moieties in synthetic organic transformations on account of theirrelevance in areas ranging from medicinal chemistry to agrochemistry. For achievingsuch synthetic functionalities, different approaches have been conceived, such as theindirect fluoroalkylation reactions of sulfides and selenides. More recently, the directone-pot incorporation of these groups (i.e.: RFS- and RFSe-) has allowed for the late-stagefunctionalization of biological relevant substrates, which permits achieving syntheticprotocols in the presence of other sensitive functional groups. In this venue, visible-lightphotocatalytic strategies are playing a fundamental role, as being environmentallyfriendly and easy to implement. This review article will explore visible lightphotocatalytic strategies to directly incorporate RFCY- groups (RF = CF2H, CF3, CnF2n+1,n > 1; Y = S, Se) into organic substrates and their reaction mechanisms.Section 1 will discuss the new examples on photocatalytic methods for theintroduction of fluoroalkylsulfanyl (RFS-) groups, while Section 2 will focus onthe most recent photocatalyzed fluoroalkylselenolation (RFSe-) strategies. Aguidance to an abbreviated summary of the known and reviewed photocatalytic