Premium
Chan‐Lam‐type Azidation and One‐Pot CuAAC under Cu I ‐Zeolite Catalysis
Author(s) -
Clerc Arnaud,
Bénéteau Valérie,
Pale Patrick,
Chassaing Stefan
Publication year - 2020
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201902058
Subject(s) - sodium azide , chemistry , catalysis , azide , methanol , zeolite , aryl , solvent , combinatorial chemistry , organic chemistry , copper , polymer chemistry , alkyl
The copper(I)‐exchanged zeolite Cu I ‐USY proved to efficiently catalyze the direct azidation of arylboronic acids with sodium azide under simple and practical conditions, namely at room temperature under air with methanol as solvent and without any additive. This easy‐to‐prepare and cheap catalytic material has been demonstrated to be recyclable and the mild azidation conditions further showed good functional‐group tolerance, leading to a variety of substituted (hetero)aryl azides (18 examples). Interestingly, the azidation reaction has been successfully coupled to a CuAAC reaction, thus allowing access to triazoles from arylboronic acids via a one‐pot Cu I ‐catalyzed process.