Premium
Efficient Access to Arylated Aza‐ullazines by Regioselective Functionalization of their Pyridine Ring by H−Li Exchange and Electrophilic Substitution
Author(s) -
Ibrahim Dhuaou,
Boulet Pascal,
Gros Philippe C.,
Pierrat Philippe
Publication year - 2021
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202100333
Subject(s) - regioselectivity , metalation , sonogashira coupling , chemistry , electrophile , pyridine , surface modification , electrophilic substitution , aryl , ring (chemistry) , combinatorial chemistry , medicinal chemistry , palladium , organic chemistry , catalysis , alkyl
The regioselective functionalization of aza‐ullazines has been successfully realized for the first time by either metalation using BuLi‐containing aggregates (BuLi‐LiDMAE) or electrophilic substitution. Mono and di‐bromo‐derivatives were obtained in good to excellent yields and further successfully converted into aryl and alkynyl azaullazine derivatives by Suzuki and Sonogashira cross‐coupling reactions.