Synlett
DOI: 10.1055/a-2603-8442
letter

Photocatalytic Hydroalkylation of Trifluoromethyl Alkenes with Gaseous Alkanes in Flow

José Luis Nova-Fernández
1   CiQUS, Universidad de Santiago de Compostela, Santiago de Compostela, Spain (Ringgold ID: RIN16780)
,
1   CiQUS, Universidad de Santiago de Compostela, Santiago de Compostela, Spain (Ringgold ID: RIN16780)
2   Oportunius, GAIN, Santiago de Compostela, Spain (Ringgold ID: RIN202562)
› Author Affiliations

Supported by: European Research Council 863914
Supported by: European Regional Development Fund
Supported by: Agencia Estatal de Investigación PID2023-151875NB-I00
Supported by: Consellería de Cultura, Educación e Ordenación Universitaria, Xunta de Galicia ED431C 2022/27,ED431G 2023/03

The conversion of light alkanes into value-added products is becoming a field of high interest within the scientific community, as it avoids the use of prefunctionalized alkylating agents. However, the gaseous nature of these reagents, along with their intrinsic inertness due to their high bond-dissociation energies (99-105 kcal·mol-1), have rendered traditional strategies ineffective or lacking in selectivity. The use of flow chemistry technology, nonetheless, has made a tremendous impact in this field, improving the efficiency of multiphasic processes through improved mass transfer and larger interfacial areas. In this work, we report a new flow chemistry platform for the photocatalytic hydroalkylation of trifluoromethyl alkenes with both isobutane and n-butane. The methodology provides an efficient alternative for the rapid obtention of trifluoromethyl alkanes, which are well-known for being important bioisosteres of several functional groups.



Publication History

Received: 28 March 2025

Accepted after revision: 08 May 2025

Accepted Manuscript online:
08 May 2025

© . Thieme. All rights reserved.

Georg Thieme Verlag KG
Oswald-Hesse-Straße 50, 70469 Stuttgart, Germany