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Access to Imidazo[1,2‐ a ]imidazolin‐2‐ones and Functionalization through Suzuki–Miyaura Cross‐Coupling Reactions
Author(s) -
Grosse Sandrine,
Pillard Christelle,
Himbert Franck,
Massip Stéphane,
Léger Jean Michel,
Jarry Christian,
Bernard Philippe,
Guillaumet Gérald
Publication year - 2013
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.201300268
Subject(s) - chemistry , combinatorial chemistry , bromine , aryl , surface modification , coupling reaction , boronic acid , organic chemistry , catalysis , alkyl
We report herein a synthetic pathway to new 6(5)‐bromo‐5(6)‐methylimidazo[1,2‐ a ]imidazolin‐2‐ones. The synthetic potential of these scaffolds was demonstrated by displacing bromine by Suzuki–Miyaura cross‐coupling reactions. A large panel of boronic acids (aryl, heteroaryl or vinyl) could easily be introduced, giving access to a large and diversified library of 6(5)‐substituted 5(6)‐methylimidazo[1,2‐ a ]imidazolin‐2‐ones.