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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Nitrones and Oxaziridines. LXVII. Intermolecular Cycloaddition of Fused Indolyl Nitrone Ring Systems

DSC Black, DC Craig, RB Debdas, N Kumar and TA Wright

Australian Journal of Chemistry 46(11) 1725 - 1742
Published: 1993

Abstract

The two dihydro-β-carboline N-oxides (6) and (18) have been prepared by reductive cyclization of 2-acetyl-3-(β- nitroethyl ) indoles. These cyclic nitrones undergo 1,3-dipolar cycloaddition to alkynes to give the cycloadducts (21)-(25). Thermal rearrangement of the adduct (22) gives the indolizino [8,7-b] indole (27) in high yield. The X-ray crystal structure determination of the adduct (24) is reported.

https://doi.org/10.1071/CH9931725

© CSIRO 1993

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