Diastereoselective synthesis of functionalized spiro[cyclopropane-1,3′-indolines] and spiro[indoline-3,1′-cyclopropane-2′,3″-indolines]
Indexed on: 14 Jun '16Published on: 11 Jun '16Published in: Tetrahedron
Abstract
In the presence of hexamethylphosphorous triamide, the reaction of isatin with arylidene pivaloylacetonitriles in dry methylene dichloride afforded functionalized spiro[cyclopropane-1,3′-indolines] in good yields and with high diastereoselectivity. Moreover, the similar reaction of isatins with isatylidene malononitriles predominately gave spiro[indoline-3,1′-cyclopropane-2′,3″-indolines] in very high yields with two indoline moieties in trans-configuration.
