Search results for "Acid catalyzed"
showing 9 items of 9 documents
Über den angriff des carboniumions am monomeren styrol bei der kationischen copolymerisation von trioxane und styrol. 19. Mitt. über polyoxymethylene
1962
Bei der Saure-katalysierten Hydrolyse von kationisch dargestellten Copolymeren aus Trioxan und Styrol entsteht 4-Phenyl-1,3-Dioxan. Das last sich nur so erklaren, das in Analogie zur radikalischen und zur anionischen Polymerisation der Angriff des Carboniumions ebenfalls am β-Kohlenstoffatom des Styrols erfolgt. Formation of 4-phenyl-1,3-dioxan occurs during the acid catalyzed hydrolysis of cationically produced copolymers of trioxane and styrene. The only possible explanation involves an attack of the carboniumion at the β-carbonatom of styrene analogous to the radical and anionic polymerization.
Influence of conformational factors on acid-catalyzed cyclizations of germacranolides: Molecular structure of the cyclization products of gallicin an…
1995
Acid-catalyzed cyclization of the natural germacranolide gallicin (8) yielded, among other products, the 1,4-epoxyeudes-manolide 9, which has a trans-fused decaline system. Under the same conditions the closely related germacranolide shonachalin A (8α-hydroxygallicin) (3) cyclized to the eudesmanolide 4 with a cis fused decaline system. The structures of these cyclization products were secured by means of chemical correlations and X-ray diffraction analyses.
ChemInform Abstract: Trienediolates of Hexadienoic Acids in Synthesis. Addition to Unsaturated Ketones. A Convergent Approach to the Synthesis of Ret…
2010
Abstract The regioselectivity of the addition of the lithium trienediolates generated from hexa-2,4dienoic acids 1 and 2 or the dihydropyran-2ones 4 and 5 to unsaturated ketones 6 is studied. Equilibration conditions favour reaction of the trienediolates through their ω carbon, and the ketones according to 1,2- and 1,4-additions. β-Ionone 6a and the aryl-butenone 6b lead to the 1,2-ω-adducts 8 , which undergo a facile acid catalyzed dehydration to retmoic acids 11 . On reaction with the unsaturated ketone 6b or with the aryl ketones 21 , the trimethyldihydropyran-2one S leads to γ-adducts derived from deprotonation of the chain methyl mbstituent along with the 1,4-ω-adducts.
Pyrimido[5,4-c]pyrrolo[2,1-a]isoquinoline: a new potential DNA-interactive ring system
2003
The acid catalyzed decomposition of the azide 9 failed to give the title compounds, which were however obtained by a Pschorr-type cyclization on reactive 1-(6-aminopyrimidin-5-yl)-pyrroles of type 13. Derivatives of type 14 and 15 were fully characterized by NMR data. Theoretical calculations demonstrated that the new compounds possess properties suitable for DNA- intercalation.
H2-Antihistaminica, 1. Mitt.: 2-Substituierte 4-[[2-(N′-Methyl-thioureido)-äthylmercapto]-methyl]-imidazole
1976
Es wird die Synthese der 2-substituierten 4-[[2-(N′-Methylthioureido)-athylmercapto]-methyl]-imidazole 5a–f als potentielle H2-Antihistaminica beschrieben. Ausgehend von den Imidazol-4-carbinolen 3a–f lassen sich die 2-substituierten 4-[(2-Amino-athylmercapto)-methyl]-imidazole 4a–f durch saurekatalysierte Reaktion mit Cysteamin darstellen und mit Methylisothiocyanat in die entsprechenden Thioharnstoffderivate 5 uberfuhren. 2-Substituted 4-[[2-(N′-Methyl-thioureido)-ethylmercapto]-methyl]-imidazoles The synthesis of 2-substituted 4-[[2-(Ns′-methyl-thioureido)-ethylmercapto]-methyl]-imidazoles 5a–f, as potential H2-antihistaminics, is described. The acid catalyzed reaction of the imidazole-4…
Trienediolates of hexadienoic acids in synthesis. Addition to unsaturated ketones. A convergent approach to the synthesis of retinoic acids
1995
Abstract The regioselectivity of the addition of the lithium trienediolates generated from hexa-2,4dienoic acids 1 and 2 or the dihydropyran-2ones 4 and 5 to unsaturated ketones 6 is studied. Equilibration conditions favour reaction of the trienediolates through their ω carbon, and the ketones according to 1,2- and 1,4-additions. β-Ionone 6a and the aryl-butenone 6b lead to the 1,2-ω-adducts 8 , which undergo a facile acid catalyzed dehydration to retmoic acids 11 . On reaction with the unsaturated ketone 6b or with the aryl ketones 21 , the trimethyldihydropyran-2one S leads to γ-adducts derived from deprotonation of the chain methyl mbstituent along with the 1,4-ω-adducts.
Synthesis of pillar[7]arene
2012
Abstract The first synthesis of pillar[7]arene is reported with two methods. Method A: the FeCl 3 -catalyzed condensation reaction of 1,4-dimethoxybenzene ( 1 ) with paraformaldehyde in CHCl 3 gave dimethoxypillar[7]arene ( 3 ). Method B: the p -toluenesulfonic acid catalyzed condensation reaction of 2,5-bis(benzyloxymethyl)-1,4-dimethoxybenzene ( 2 ) in CH 2 Cl 2 gave compound 3 . Demethylation of 3 with BBr 3 gave pillar[7]arene ( 4 ). The pillar[7]arene might be a perspective macrocyclic host in host–guest chemistry.
Über die depolymerisation von polyoxymethylendiolen, katalysiert durch carbonsäuren. 38. Mitt. Über polyoxymethylene1
1969
Nach einem Uberblick uber bisherige Arbeiten uber den Mechanismus des sauer katalysierten Abbaus von Polyoxymethylendiolen wird der Abbau in 1-proz. Losung in Nitrobenzol bei 135°C unter dem Einflus verschiedener Carbonsauren untersucht. Phenylessigsare verursacht keine nennenswerte Kettenspaltung, sondern katalysiert lediglich die Depolymerisation an den halbacetalischen Kettenenden. Die Depolymerisationsgeschwindigkeit ist etwa proportional der Saurekonzentration und umgekehrt proportional dem Polymerisationsgrad. Wahrend des Abbaus andert sich der durchschnittliche Polymerisationsgrad nicht wesentlich. Diese Befunde lassen sich mit keinem der diskutierten Reaktionsmechanismen widerspruch…
A deep insight into the mechanism of the acid-catalyzed rearrangement of the Z-phenylhydrazone of 5-amino-3-benzoyl-1,2,4-oxadiazole in a non-polar s…
2010
The conversion of the Z-phenylhydrazone of 5-amino-3-benzoyl-1,2,4-oxadiazole (1a) into the relevant 1,2,3-triazole (2a) has been quantitatively studied in toluene in the presence of several halogenoacetic acids (HAAs, 3a–h). Again, the occurrence of two reaction pathways has been pointed out: they require one or two moles of acid, respectively, thus repeating the situation previously observed in the presence of trichloroacetic acid. The observed rate constant ratios (kIII/kII) are only slightly affected by the nature of the acid used. To gain a deeper insight into the action of the acids used we have measured the association constants of the HAAs (3a–h) with 4-nitroaniline (4) in toluene. …