ES321373A1 - Procedure for the preparation of 4-aril-isoflavanoids. (Machine-translation by Google Translate, not legally binding) - Google Patents

Abstract

Procedure for the preparation of 4-aryl-isoflavanoids of formula I **(See formula)** where R1 represents H or alkyl with 1 to 3 carbon atoms, R2 and R3 means H, OH, alkoxy or acyloxy with 1 to 6 carbon atoms, -O- (CH2) n-NR4R5, -OSO3H, OPO3H2 or OCH2COZ, R4 and R5 signify alkyl with 1 to 4 carbon atoms in each case, or together with the N atom signify a 5- or 6-membered heterocyclic ring, Q meaning OH, or together with R a double bond C = C, R means H or together with Q a double bond C = C X or Y means H or F, Z means OH, alkoxy with 1 to 6 carbon atoms, NH2 or an alkylated amino group with 1 to 6 carbon atoms, and n means 2 or 3, as well as its physiologically tolerable salts with acids or bases and its quaternary ammonium salts, characterized in that an isoflavanone of formula II **(See formula)** where R6 signifying a blocked OH group or R2, it is reacted with a metallo-organic compound of formula III **(See formula)** where R7 means a blocked OH group or R3, M stands for MgHal or Li and Hal means Cl, Br or J, and the products obtained are optionally subsequently treated with water-splitting agents and/or where one or both radicals R6 and R7 are optionally transformed into radicals R2 and R3, so that the blocked hydroxy groups are released by treatment with hydrolyzing or hydrogenolizing agents, or free hydroxy groups are alkylated or acylated by treatment with alkylating or acylating agents, or a carboxylic acid or carboxylic acid alkyl ester group is transformed by treatment with aminating agents into a carboxylic acid amide group and/or because the compounds of formula I are optionally transformed, by treatment with acids or bases or alkylating agents, into their physiologically tolerable salts or quaternary ammonium compounds. (Machine-translation by Google Translate, not legally binding)