𝔖 Bobbio Scriptorium
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Solid phase synthesis of dihydropyrimidinones and pyrimidinone carboxylic acids from malonic acid resin

✍ Scribed by Bruce C. Hamper; Kevin Z. Gan; Thomas J. Owen

Book ID
104261744
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
247 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis

Malonic acid resin 1 and the corresponding diester 2 have been used for the preparation of dihydropyrimidinones 6 and pyrinn'dinone carboxylic acids g. Knoevenagel condensation of the unsymmetrical resin bound malonat= diestcr 2 followed by condensatiΒ’= with amidines provides dihydropyrimidin0nΒ’ carboxylate esters 4. Cleavage of 4 with TFA afforded the carboxylic acid $ which undergoes decarboxylation to give dihydropyrimidinon~. 6. Oxidati~ of 4 with CAN followed by cleavage with TFA gave pyrimidinone carboxylic acids 8.

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Solid phase synthesis of benzothiazole a
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A new method for the solid phase synthesis of benzothiazoles and 2-arylamino-3-carboxyl-4-hydroxy-5-arylthiophenes is described. Resin bound cyclic malonic acid ester was reacted with aryl isothiocyanates and then with bromine or a-bromoketones, followed by treatment with perchloric acid or sodium m