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Synlett 2000; 2000(5): 0603-0606
DOI: 10.1055/s-2000-6631
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Solid-Phase Synthesis of 1-Chloromethyl-1,2-dihydro-3H-benz[e]indole (seco-CBI) and a Polyamide Conjugate

Guofeng Jia* , Hirokazu Iida, J. William Lown
  • *Department of Chemistry, University of Alberta, Edmonton, AB, Canada, T6G 2G2; Fax + 1 (780) 492-8231; E-mail: annabelle.wiseman@ualberta.ca
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Publication Date:
31 December 2000 (online)

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Solid-phase intramolecular aryl radical cyclization onto a vinyl chloride allows the synthesis of 1-chloromethyl-1,2-dihydro-3H-benz[e]indole (seco-CBI), a structure related to the pharmacophores of CC-1065 and duocarmycin SA. A representative unsymmetrical bis-polyamide conjugate was also synthesized.

solid-phase synthesis - radical cyclization - seco-CBI - polyamides - conjugate