Diastereoselective synthesis of functionalized spiro[cyclopropane-1,3 '-indolines] and spiro[indoline-3,1 '-cyclopropane-2 ',3 ''-indolines]

摘要

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. (C) 2016 Elsevier Ltd. All rights reserved.