Process for the preparation of spiro[(4-cyclohexanone)-[3H]indol]-2′[1′H]-one derivatives

• Main Authors: Gönczi, Csaba, Csikós, Éva, Hermecz, István, Héja, Gergely, Illár, Árpád, Nagy, Lajos, Csutor, Andrea Sántáné, Simon, Attila, Simon, Kálmán, Smelkóné Esek, Ágota, Szomor, Tiborné, Szvoboda, Györgyné
• Format: Patent
• Language: English
• Published: 03.06.2003

This application is a 371 of PCT/HU00/00081, filed Jul. 13, 2000 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 Rand Rindependently stand for hydrogen, Calkyl, Calkoxy, Calkylthio, Cpolyfluoroalkyl, Cpolyfluoroalkoxy, Ccycloalkyloxy, Ccycloalkylthio, phenoxy, benzyloxy or nitro group-, characterized by reacting an indolin-2-one derivative of general formula II-wherein Rand Rare as defined above-with a compound capable for introducing a protective group, coupling the compound of general formula III, thus obtained-wherein Rand Rare as defined above and A stands for a protective group-with acrylic acid Cester; cyclizing the resulting compound of general formula IV-wherein Rand Rare as defined above-with a compound capable for introducing a protective group, coupling the compound of formula III thus obtained,-wherein Rand Rare as defined above and A stands for a protective group-with an acrylic acid Cester, cyclizing the resulting compound of formula IV-wherein Rand Rare as defined above Rstands for Calkyl and A stands for a protective group-, eliminating the-COORgroup and the A protective group of the keto-ester of general formula V-wherein Rand Rare as defined above, Rstands for Calkyl and A stands for a protective group-, optionally without isolation of the compounds of general formulae IV and/or V and/or VI.