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Communication | Regular issue | Vol 20, No. 7, 1983, pp.1255-1258
Published online, 1st January, 1970
DOI: 10.3987/R-1983-07-1255
Indolines through Intramolecular Imine Cyclizations

Jan Dijkink, Johannes N. Zonjee, Bart S. de Jong, and W. Nico Speckamp

*Laboratory of Organic Chemistry, Institute of Molecular Chemistry, University of Amsterdam, Nieuwe Achtergracht 129, 1018 WS Amsterdam, The Netherlands

Abstract

Indolines 3 are synthesized by intramolecular base-catalyzed cyclization of imines 2. Controlled basic hydrolysis of 3 affords indoline carboxylic acids 8 and 9. The compounds 3 are also useful for the synthesis of the mitomycin skeleton as exemplified by the preparation of 10.