TY - JOUR
T1 - Sequential Ugi/Strecker reactions via microwave assisted organic synthesis
T2 - Novel 3-center-4-component and 3-center-5-component multi-component reactions
AU - Masquelin, Thierry
AU - Bui, Hai
AU - Brickley, Bob
AU - Stephenson, Gregory
AU - Schwerkoske, John
AU - Hulme, Christopher
PY - 2006/4/24
Y1 - 2006/4/24
N2 - Two novel one-step microwave mediated syntheses of arrays of 3-iminoaryl-imidazo[1,2-a]pyridines and imidazo[1,2-a]pyridyn-3-ylamino-2- acetonitriles are reported. Reactions are performed under microwave condition in methanol by simply mixing α-amino-pyridines, aldehydes, and trimethylsilylcyanide (TMSCN) with distinct reagent stoichiometries, catalyzed by polymer-bound scandium triflate, to afford either product. Furthermore, functionally different aldehydes were shown to proceed to different end-points, adding an extra caveat to the studies. The new methodology represents examples of both formal 3-center-4-component and 3-center-5-component multi-component reactions.
AB - Two novel one-step microwave mediated syntheses of arrays of 3-iminoaryl-imidazo[1,2-a]pyridines and imidazo[1,2-a]pyridyn-3-ylamino-2- acetonitriles are reported. Reactions are performed under microwave condition in methanol by simply mixing α-amino-pyridines, aldehydes, and trimethylsilylcyanide (TMSCN) with distinct reagent stoichiometries, catalyzed by polymer-bound scandium triflate, to afford either product. Furthermore, functionally different aldehydes were shown to proceed to different end-points, adding an extra caveat to the studies. The new methodology represents examples of both formal 3-center-4-component and 3-center-5-component multi-component reactions.
UR - http://www.scopus.com/inward/record.url?scp=33645231449&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=33645231449&partnerID=8YFLogxK
U2 - 10.1016/j.tetlet.2006.01.160
DO - 10.1016/j.tetlet.2006.01.160
M3 - Article
AN - SCOPUS:33645231449
SN - 0040-4039
VL - 47
SP - 2989
EP - 2991
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 17
ER -