The Synthesis Of Bis,Tris(Indolyl) And Benzo [B]Azepine Esters In One Pot
Meysun Abdullah Ibrahim Chemistry Department
University of Nigde,Faculty of art& science,Campus,Nigde,Turkey
Abstract:
Indole and its derivatives are well known due to their potent biological activity and are used as antibiotics in the field of pharmaceuticals. They are important building blocks for biologically active compounds. The indole unit forms the basis for general Bis and Tris indolyl compounds which have recieved a considerable attention because of their occurance in bioactive metabolites of terrestrial and marine origin. Moreover, bisindolyl compounds exhibit various modes of biological activity, such as inhibition of cell proliferation for treatment of tumors that occur in lung, colon and breast cancer. Bis(indolyl)methane derivatives also affect the central nervous system and so are used as tranquilizers. The Michael addition of aromatic heterocyclic compounds to α,β- unsaturated esters is an extremely useful reaction for medicinal chemistry applications. Three different types of products were obtained in one pot; the methyl 3,3,3-tris(1,3dimethyl-1H-indol-2yl) propanoate, methyl 3,3-bis(1,3-dimethyl-1H-indol-2-yl)propanoate and methyl 1,5-dimethyl-1H-benzo[b]azepine-3-carboxylate from the reaction of 1,3-dimethylindole with methyl propiolate under mild condition using clay as catalyst.
