Amines aminoacetic acids

Intramolecular electron transfer in a stepwise manner from the amine substrate to die silver(III) center in a 1 2 complex, [Ag(OH)4] -iV,/V-dimcthylanilinc, has been observed.44 The kinetics of oxidation of some aliphatic, heterocyclic, and aromatic aldehydes towards bis(dihydrogentellurato)cuprate(III) and argentate(III) in alkaline medium have been studied.45 A negative salt effect was observed in the oxidation of aminoacetic acid by diperiodatocuprate(III) complex in alkaline medium.46 The oxidation of glutamic acid by thallium(III) perchlorate is catalysed by Ru(M), Os(III), and Nd(III) in a free radical mechanism and the rate is inversely dependent on [H+] concentration.47... 

Aluminum Sodium Sulfate Aluminum Sulfate Aluminum Trichloride Aluminum Trifluohde Alunogenite Amines Amino Acids l-Amino-2-Propanol Aminoacetic Acid... 

The amidines 10, prepared by condensation of the corresponding imidates with aminoacetal-dehyde dimethyl acetal, undergo cyclization with a variety of acids to l//-3-benzazcpin-2-amines 11 45 Method A has proved to be successful on an industrial scale. 

The principal feature of the chemical reactivity of QBA is the addition of a nucleophile to the iminium bond C=N (Scheme 1). The carbon atom C-6 displays the lowest 7C-electron density [97,98]. This process is associated with a number of significant alterations in the constitution, physical appearance, solubility, spectral properties, etc. The quaternary cation is a brightly coloured, polar, water-soluble species. The tertiary-nitrogen adduct has lost the colour and is non-polar and water insoluble. In the case of aminoacetal and aminal derivatives (Scheme 1, Nu = OR, NHR), the reaction is essentially reversible, i.e. the action of acid immediately converts the adduct back to the quaternary salt. Viewed from another perspective the emergence of colour is a sensitive indicator of the presence of some acid and ipso facto of deconq)osition of the adduct. 

A preparative improvement is achieved by combining the arylaldehyde and aminoacetal to give the secondary amine 60 in a reductive amination. Its tosylate 62 cyclizes in an acid medium to the 1-tosyl-1,2-dihydroisoquinoline 63 with elimination of ROH. Subsequent loss of toluenesulfinic acid leads to isoquinoline. The synthesis of compoimd 64 shows that 1,2,3,4-tetrahydroisoquinolines can also be obtained by a Pomeranz-Fritsch methodology ... 

Jackson modification and Schlittler-Muller modification. The Fischer modification involves the treatment of benzalaminoacetal with fuming sulfuric acid, whereas Bobbitt modification produces tetrahydroisoquinoline derivative through the hydrogenation of an imine intermediate in situ to an aminoacetal, which in turn is converted into product by the acid-promoted cyclization and hydrogenation. This modification for tetrahydroisoquinoline is also known as the Pomeranz-Fritsch-Bobbitt cyclization. The Schlittler-Muller modification involves the preparation of benzalaminoacetal from benzyl amines and gly-oxal semiacetal. In addition, this reaction has been extended to prepare other types of aromatic heterocycles, such as thieno[2,3-c] and thieno[3,2-c]pyridines by intromolecular cyclization to thiophene ring. ... 

Formation of isoquinolines by the acid-catalyzed cyclization of benzalaminoacetals prepared from aromatic aldehydes and aminoacetal in the Schlittler-Muller modihcation the starting materials are benzyl amines and glyoxal semiacetal ... 

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