1743-01-7Relevant articles and documents
Benzocycloalkylazolethione derivatives
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, (2008/06/13)
The present invention relates to novel benzocycloalkylazolethione compounds which are dopamine β-hydroxylase inhibitors in which the benzocycloalkyl portion of the compound is selected from indanyl, 1,2,3,4-tetrahydronaphthalenyl and 6,7,8,9-tetrahydro-5H-benzocycloheptenyl (in which the benzo is optionally substituted with one to three substituents) and the azolethione portion of the compound is selected from 2-thioxo-2,3-dihydro-1H-imidazol-3-yl, 5-thioxo-4,5-dihydro-1H-[1,2,4]triazol-4-yl and 5-thioxo-4,5-dihydro-1H-[1,2,4]triazol-1-yl (each optionally substituted with one to three substituents); and the prodrugs, pharmaceutically acceptable salts, individual isomers and mixtures of isomers and the methods of using and preparing such benzocycloalkylazolethione compounds.
Synthesis of Amines and Amino Alcohols by Electrophilic Amination and Highly Stereoselective Reduction
Gmeiner, Peter,Bollinger, Bernd
, p. 273 - 278 (2007/10/02)
A practical and selective method for the synthesis of the β-arylamines 5 and the cis- or trans-amino alcohols 8 and 11 is reported.The reaction sequence starts from α-tetralones 1 which readily react with dibenzyl azodicarboxylate to afford the protected α-hydrazino ketones 2.Then, depending on the reduction conditions, the trans-hydrazino alcohols 10 or the cis isomers 7 are formed predominantly.The stereoselectivities which range between 18:1 and 1:67 (trans/cis) are explained by stereoelectronic effects (?,?* interactions) and steric hindrance.Depending on the workup procedure, we can control, whether the cis-hydrazino alcohols 7 or the oxazolidinone derivatives 3 are isolated.Subsequent hydrogenolyses of 4, 7 and 10 lead to the target molecules 5, 8 and 11, respectively. Key Words: Electrophilic amination / Dibenzyl azodicarboxylate / Stereoselective reduction