The Reaction of Singlet Oxygen with 1,3‐Dimethylindole in the Presence of Aldehydes. Formation of 1,2,4‐Trioxanes
- 20 June 1984
- journal article
- research article
- Published by Wiley in Helvetica Chimica Acta
- Vol. 67 (4) , 1104-1111
- https://doi.org/10.1002/hlca.19840670423
Abstract
The dye‐sensitized photo‐oxygenation of 1,3‐dimethylindole in the presence of aldehydes initially generates a zwitterionic peroxide which condenses with the carbonyl function to give the corresponding cis‐fused 1,2,4‐trioxanes. Acetaldehyde gives a pair of diastereomers, one of whose structures was determined by X‐ray analysis (cis,cisisomer), whereas pivaladehyde gives only the cis,cis diastereomer.This publication has 14 references indexed in Scilit:
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