793675-33-9Relevant academic research and scientific papers
Synthesis of imidazo[4,5-b]pyridines and imidazo[4,5-b]pyrazines by palladium catalyzed amidation of 2-chloro-3-amino-heterocycles
Rosenberg, Adam J.,Zhao, Jinbo,Clark, Daniel A.
, p. 1764 - 1767 (2012/05/20)
A facile synthesis of imidazo[4,5-b]pyridines and-pyrazines is described using a Pd-catalyzed amide coupling reaction. This reaction provides quick access to products with substitution at N1 and C2. A model system relevant to the natural product pentosidi
Efficient access to azaindoles and indoles
McLaughlin, Mark,Palucki, Michael,Davies, Ian W.
, p. 3307 - 3310 (2007/10/03)
An expedient, catalytic method for the synthesis of diverse azaindoles and indoles, starting from readily available and inexpensive starting materials, is described. Conditions were developed for effective reductive alkylation of electron-deficient o-chlo
Efficient access to cyclic ureas via Pd-catalyzed cyclization
McLaughlin, Mark,Palucki, Michael,Davies, Ian W.
, p. 3311 - 3314 (2007/10/03)
An efficient regioselective method for the preparation of structurally diverse imidazopyridinones and benzoimidazolones starting from readily available and economical starting materials is described. High-yielding reductive alkylation of electron-deficient o-haloarylamines followed by treatment with inexpensive N-chlorosulfonyl isocyanate afforded primary ureas in good overall yields. A Pd-catalyzed urea cyclization reaction furnished imidazopyridinones and benzoimidazolones in excellent yields. Overall, the developed chemistry provides rapid access to pharmaceutically important heterocyclic compounds with high efficiency.
An unusual radical smiles rearrangement
Bacque, Eric,El Qacemi, Myriem,Zard, Samir Z.
, p. 3817 - 3820 (2007/10/03)
(Chemical Equation Presented) Radicals derived from N-(α-xanthyl) acetanilides or N-(α-xanthyl)acetylaminopyridines possessing a substituent next to the nitrogen undergo a hitherto undocumented Smiles rearrangement proceeding through a four-membered ring.
Synthesis of disubstituted imidazo[4,5-b]pyridin-2-ones
Kuethe, Jeffrey T.,Wong, Audrey,Davies, Ian W.
, p. 7752 - 7754 (2007/10/03)
Regioselective palladium-catalyzed amination of 2-chloro-3-iodopyridine followed by a subsequent palladium-catalyzed amination leads to 2,3-diaminopyridines. Treatment with triphosgene affords highly functionalized unsymmetrical imidazo [4,5-b] pyridin-2-
