Tropylium-Catalyzed O-H Insertion Reactions of Diazoalkanes with Carboxylic Acids
Claire Empel, Thanh Vinh Nguyen* and Rene M. Koenigs*
*University of New South Wales, Sydney 2052, NSW, Australia; RWTH Aachen University, D-52074 Aachen, Germany,
Email: t.v.nguyen
unsw.edu.au, rene.koenigsrwth-aachen.de
C. Empel, T. V. Nguyen, R. M. Koenigs, Org. Lett., 2021, 23, 548-553.
DOI: 10.1021/acs.orglett.0c04069
see article for more reactions
Abstract
Nonbenzenoid aromatic carbocation can be used as organic Lewis acid catalysts in O-H functionalization reactions of diazoalkanes with benzoic acids. The reported protocol with tropylium is applicable to a wide range of diazoalkanes and carboxylic acids with excellent efficiency.
see article for more examples
proposed mechanism
Key Words
α-hydroxy esters, alkylative esterification
ID: J54-Y2021
