Intramolecular cyclization of 6-amino-5-[2-substituted-2-(cyanovinyl)] amino-1, 3-dimethyluracil: synthesis of 9-deazaxanthine derivatives and 8-(cyanomethyl) …

Y Okamoto, K Takagi, A Takada…

Index: Okamoto; Takagi; Takada; Ueda Journal of Organic Chemistry, 1984 , vol. 49, # 5 p. 908 - 912

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Citation Number: 7

Abstract

The intramolecular cyclization reactions of 4a and 4b have been studied. Hydrolysis of 4a and 4b afforded 12a and 12b, respectively. Treatment of 12a with P0Cl3 in DMF provided hygrcwcopic gum 16, a useful intermediate for the synthesis of 9-deazaxanthine derivatives. Compound 16 was converted with alcohols, amines, and water to 19b-e, 21b, c, and 19a, respectively. Oxidative cyclization of la, lb, and 4b with ferric chloride gave 22a, 22b, and ...