AUTHOR=Namioka Rina , Suzuki Minori , Yoshida Suguru 

TITLE=Synthesis of 1,2,3-triazoles using Grignard reactions through the protection of azides

JOURNAL=Frontiers in Chemistry

VOLUME=Volume 11 - 2023

YEAR=2023

URL=https://www.frontiersin.org/journals/chemistry/articles/10.3389/fchem.2023.1237878

DOI=10.3389/fchem.2023.1237878

ISSN=2296-2646

ABSTRACT=An efficient method to prepare organomagnesium intermediates having a protected azido group is disclosed. Protection of azido groups with di(tert-butyl)(4-(dimethylamino)phenylphosphine (Amphos) and following iodine-magnesium exchange realized the preparation of organomagnesium intermediates, which served in the synthesis of diverse azides by transformations with various electrophiles followed by deprotection with elemental sulfur. Further, click reactions of azides with alkynes enabled us to synthesize a wide variety of 1,2,3-triazoles.