Isoindolinone enantiomers having affinity for the dopamine D4 receptor
PD 108635 (1) was identified as a potent dopamine D4 ligand and we wanted to replace the benzylic alcohol with a metabolically more stable moiety. Investigations led to the discovery of a series of isoindolinones having D4 affinity.
Belliotti, Thomas R.,Brink, Wouter A.,Kesten, Suzanne R.,Rubin, John R.,Wustrow, David J.,Zoski, Kim T.,Whetzel, Steven Z.,Corbin, Ann E.,Pugsley, Thomas A.,Heffner, Thomas G.,Wise, Lawrence D.
p. 1499 - 1502
(2007/10/03)
Benzylic Azide Functionalization of Tautomeric o-Acyl-benzoic Acid, -benzamide, and -nicotinic Acid Derivatives, and Thermal Decomposition of the Derived Azides
A series of benzylic azido compounds were prepared by the reactions of o-acyl-benzoic acids and -benzamides and pyridine analogues with sodium azide, diphenylphosphoryl azide, and trimethylsilyl azide.Thermal decomposition of the derived benzylic azides afforded three types of rearrangement products.The selectivity of rearrangement depended on the migratory aptitude of substituents and on stereoelectronic factors.
Takeuchi, Hisato,Eguchi, Shoji
p. 2149 - 2154
(2007/10/02)
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