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Issue 16, 1993
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Samarium(II) iodide-promoted hydroxyalkylations of indole 3-carbonyls. An expedient approach to pyrrolidino[1,2-a]indoles and furo[3,4-b]indoles

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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Article information


J. Chem. Soc., Chem. Commun., 1993, 1277-1278
Article type
Paper

Samarium(II) iodide-promoted hydroxyalkylations of indole 3-carbonyls. An expedient approach to pyrrolidino[1,2-a]indoles and furo[3,4-b]indoles

J. Shiue and J. Fang, J. Chem. Soc., Chem. Commun., 1993, 1277
DOI: 10.1039/C39930001277

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