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Synlett 1999; 1999(10): 1588-1590
DOI: 10.1055/s-1999-2902
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Diastereoselective Photocyclization to Dihydroindolinols

Martin Seiler* , Andreas Schumacher, Ute Lindemann, Frédérique Barbosa, Bernd Giese
  • *Department of Chemistry, University of Basel, St. Johanns Ring 19, CH-4056 Basel, Switzerland; Fax + 41-61-2 67 11 05; E-mail: giese@ubaclu.unibas.ch
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Publication Date:
31 December 1999 (online)

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Photocyclization of substituted o-aminophenylketone 1b leads in high yields to indolinol 3b. Depending upon the substituent R2 and on the solvent either cis-products (10: R2 = COX) or trans-products (12: R2 = Ph) are formed predominantly.

cyclizations - diastereoselectivity - indoles - substituent effect - photochemistry