Samarium(II) iodide-promoted hydroxyalkylations of indole 3-carbonyls. An expedient approach to pyrrolidino[1,2-a]indoles and furo[3,4-b]indoles
Resource
Journal of the Chemical Society, Chemical Communications 1993: 1277-1278
Journal
Journal of the Chemical Society, Chemical Communications
Journal Issue
16
Pages
1277-1278
Date Issued
1993
Author(s)
Shiue, J.-S.
Abstract
3-Formyl-, 3-acetyl-1-methylindole and their 2-cyano analogues undergo intra- and inter-molecular hydroxyalkylations on treatment with samarium(II) iodide in the presence of a cosolvent hexamethylphosphoramide; the intramolecular coupling products have the structure prototype of mytomycins and the intermolecular coupling products are readily converted to furoindoles as synthetic equivalents of indole-2,3-quinodimethanes.
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journal article
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