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=11 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 reported. 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 transformation with various electrophiles followed by deprotection with elemental sulfur. Furthermore, click reactions of azides with alkynes enabled synthesizing a wide variety of 1,2,3-triazoles.