Novel Bromolactonization Using a Dimethyl Sulfoxide-Trimethylsilyl Bromide-Amine System; Unusual cis-Addition of trans-6-Substituted 3-Cyclohexene-1-carboxylic Acids

Heterocycles ◽  
1990 ◽  
Vol 31 (6) ◽  
pp. 987 ◽  
Author(s):  
Chuzo Iwata ◽  
Akira Tanaka ◽  
Hiroaki Minuzo ◽  
Kazuyki Miyashita
Keyword(s):  
Dimethyl Sulfoxide ◽  
Carboxylic Acids ◽  
Amine System

scholarly journals Self-Protonation Reaction of Simple Aromatic Carboxylic Acids During Voltammetric Reduction in Dimethyl Sulfoxide.

1991 ◽  
Vol 45 ◽  
pp. 644-651 ◽  
Author(s):  
Andrej S. Mendkovich ◽  
Ole Hammerich ◽  
Tamara Ya. Rubinskaya ◽  
Vadim P. Gultyai ◽  
Ingmar Persson ◽  
...  
Keyword(s):  
Dimethyl Sulfoxide ◽  
Carboxylic Acids ◽  
Aromatic Carboxylic Acids ◽  
Protonation Reaction

Synthesis and antibacterial activity of some 1-(2-propynyl) and 1-propadienyl derivatives of 1,4-dihydro-4-oxoquinoline-3-carboxylic acids and similar heterocycles

1991 ◽  
Vol 56 (2) ◽  
pp. 439-448 ◽  
Author(s):  
Stanislav Rádl ◽  
Lenka Kovářová ◽  
Jiří Holoubek
Keyword(s):  
Antibacterial Activity ◽  
Dimethyl Sulfoxide ◽  
Carboxylic Acids ◽  
Potassium Carbonate ◽  
Potassium Hydroxide ◽  
Room Temperature ◽  
Ethyl Esters ◽  
The Other ◽  
Other Hand ◽  
Derivatives Of

N-Alkylation of IIIa, IIIb, IIId - IIIf and 9-acridanone with 3-bromopropyne in dimethyl sulfoxide in the presence of potassium carbonate yielded N-(2-propynyl) derivatives IVa - IVe and VIa, respectively. Ethyl esters IVa, IVb, and IVe were hydrolyzed to IVf - IVh, respectively. Compounds IVf, IVg, IVctreated with bases yielded N-propadienyl derivatives Va - Vc. On the other hand 2-substituted compounds IVd and IVh did not change under the same conditions. Compound VIa treated with powdered potassium hydroxide in dimethyl sulfoxide at room temperature yielded N-(1-propynyl) derivative VII.

The Chemistry of Phthalide-3-carboxylic Acid. V. The Reaction of the Acid With Imines

1989 ◽  
Vol 42 (1) ◽  
pp. 49 ◽  
Author(s):  
J Chiefari ◽  
WK Janowski ◽  
RH Prager
Keyword(s):  
Natural Products ◽  
Carboxylic Acid ◽  
Acetic Anhydride ◽  
Dimethyl Sulfoxide ◽  
Carboxylic Acids ◽  
Dehydration Product

Phthalide-3-carboxylic acids decarboxylate readily in the presence of imines, the product depending on the solvent used. In dimethyl sulfoxide, or in the absence of solvent, at 130�, the product is the 3-alkyl 3-hydroxyisoindolone or its dehydration product, but in acetic anhydride at 130� the product is a mixture of diastereoisomeric 3-acetylarninoalkylphthalides. The reactions can be applied to the synthesis of natural products such as the isoindoloisoquinoline and phthalideisoquinoline alkaloids.

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