(Ph3P)AuCl-catalyzed homocoupling of arylboronic acids under benchtop conditions: Synthesis of biphenyls

(Ph3P)AuCl was discovered to be a powerful catalyst in the homocoupling of arylboronic acids and potassium aryltrifluoroborates for the synthesis of symmetrical biaryls. The reactions take place under benchtop reaction conditions in 96% EtOH at temperatures between rt and 50 °C with no exclusion of...

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Bibliographic Details
Authors: Roscales García, Silvia, Sánchez-Sancho, Francisco, García Csaky, Aurelio
Format: article
Publication Date:2023
Country:España
Institution:Universidad Complutense de Madrid (UCM)
Repository:Docta Complutense
Language:English
OAI Identifier:oai:docta.ucm.es:20.500.14352/105128
Online Access:https://hdl.handle.net/20.500.14352/105128
Access Level:Open access
Keyword:544.2
Gold
Boronic acids
Homocoupling
Biphenyls
Química física (Química)
2307 Química Física
Description
Summary:(Ph3P)AuCl was discovered to be a powerful catalyst in the homocoupling of arylboronic acids and potassium aryltrifluoroborates for the synthesis of symmetrical biaryls. The reactions take place under benchtop reaction conditions in 96% EtOH at temperatures between rt and 50 °C with no exclusion of air or humidity, in the presence of F-TEDA (Selectfluor™) as an oxidant. The procedure is very functional group tolerant, and affords the corresponding biaryls in high yields with large substrate scope (26 examples).