VERFAHREN ZUR HERSTELLUNG VON SPIRO((4-CYCLOHEXANON)-(3H)INDOL)-2'(1'H)-ON DERIVATEN

摘要

The invention relates to a process for the preparation of spiro [(4-cyclohexanone)-[3H]indol]-2'[1'H]-one derivatives of general formula I-wherein R1 and R2 independently stand for hydrogen, C1-4alkyl, C1-4alkoxy, C1-4alkylthio, C1-4polyfluoroalkyl, C1-4polyfluoroalkoxy, C3-7cycloalkyloxy, C3-7cycloalkylthio, phenoxy, benzyloxy or nitro group-, characterized by reacting an indolin-2-one derivative of general formula II-wherein R1 and R2 are as defined above-with a compound capable for introducing a protective group, coupling the compound of general formula III, thus obtained-wherein R1 and R2 are as defined above and A stands for a protective group-with acrylic acid C1-4ester; cyclizing the resulting compound of general formula IV-wherein R1 and R2 are as defined above-with a compound capable for introducing a protective group, coupling the compound of formula III thus obtained,-wherein R1 and R2 are as defined above and A stands for a protective group-with an acrylic acid C1-4ester, cyclizing the resulting compound of formula IV-wherein R1 and R2 are as defined above R3 stands for C1-4alkyl and A stands for a protective group-, eliminating the-COOR3 group and the A protective group of the keto-ester of general formula V-wherein R1 and R2 are as defined above, R3 stands for C1-4alkyl and A stands for a protective group-, optionally without isolation of the compounds of general formulae IV and/or V and/or VI.