Iodocyclization of hydroxylamine derivatives based on the control of oxidative aromatization leading to 2,5-dihydroisoxazoles and isoxazoles
An efficient method for the synthesis of 2,5-dihydroisoxazoles and isoxazoles using iodocyclization of N-alkoxycarbonyl O-propargylic hydroxylamines has been developed. 2,5-Dihydro-4-iodoisoxazole underwent the cross-coupling reactions without aromatization to afford polyfunctionalized 2,5-dihydroisoxazoles. This process was applied to the preparation of valdecoxib and its 2,5-dihydro-derivative.
Design and synthesis of m1-selective muscarinic agonists: (R)-(-)-(Z)- 1-azabicyclo[2.2.1]heptan-3-one, O-(3-(3'-methoxyphenyl)-2-propynyl)-oxime maleate (CI-1017), a functionally m1-selective muscarinic agonist
The synthesis and SAR of a series of (Z)-(±)-1- azabicyclo[2.2.1]heptan-3-one, O-(3-aryl-2-propynyl)oximes are described. The biochemistry and pharmacology of 24Z (PD 142505) and its enantiomers are highlighted. 24Z is functionally an m1-selective muscari
Tecle, Halle,Barrett, Stephen D.,Lauffer, David J.,Augelli-Szafran, Corinne,Brann, Mark R.,Callahan, Michael J.,Caprathe, Bradley W.,Davis, Robert E.,Doyle, Patricia D.,Eubanks, David,Lipiniski, William,Mirzadegan, Tara,Moos, Walter H.,Moreland,Nelson, Carrie B.,Pavia, Michael R.,Raby, Charlotte,Schwarz, Roy D.,Spencer, Carolyn J.,Thomas, Anthony J.,Jaen, Juan C.
p. 2524 - 2536
(2007/10/03)
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