53611-44-2Relevant articles and documents
Direct Catalytic Desaturation of Lactams Enabled by Soft Enolization
Chen, Ming,Dong, Guangbin
supporting information, p. 7757 - 7760 (2017/06/21)
A direct catalytic method is described for the α,β-desaturation of N-protected lactams to their conjugated unsaturated counterparts under mildly acidic conditions. The reaction is consistently operated at room temperature and tolerates a wide range of functional groups, showing reactivity complementary to that of prior desaturation methods. Lactams with various ring sizes and substituents at different positions all reacted smoothly. The synthetic utility of this method is demonstrated in a concise synthesis of Rolipram. In addition, linear amides also prove to be competent substrates, and the phthaloyl-protected product serves as a convenient precursor to access various conjugated carboxylic acid derivatives. Strong bases are avoided in this desaturation approach, and the key is to merge soft enolization with a Pd-catalyzed oxidation process.
Pushing radical cyclization from regioselective to regiospecific: Cyclization of amidyl radicals controlled by vinylic halogen substitution
Hu, Tianshun,Shen, Meihua,Chen, Qian,Li, Chaozhong
, p. 2647 - 2650 (2007/10/03)
Efficient and regiospecific 6-exo, 7-endo, 7-exo, and even 8-endo amidyl radical cyclizations can be accomplished by the direct reactions of unsaturated N-H amides if they bear a vinylic halogen (Cl, Br, I) substituent. This remarkable halogen-substitution effect could be rationalized in terms of lone pair-lone pair electron repulsion between the N radical and the vinylic halogen atom, in addition to the well-known steric and radical-stabilizing effect.
Amidino derivatives useful as nitric oxide synthase inhibitors
-
, (2008/06/13)
The current invention discloses useful pharmaceutical compositions containing amidino derivative useful as nitric oxide synthase inhibitors.