A new synthesis of β-lactams via photochemical γ-hydrogen abstraction of monothioimides
- 1 January 1988
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 8,p. 2203-2207
- https://doi.org/10.1039/p19880002203
Abstract
Photochemical reactions of acyclic and semicyclic monothioimides were studied. Photolysis of acyclic monothioimides gave β-lactams (Type II cyclization products) and thioamides (Type II cleavage products). 4-Mercapto-β-lactams were isolated as 4-acylthio-β-lactams by acylation with benzoyt chloride or acetyl chloride in the presence of triethylamine. Irradiation of six- or seven- membered semicyclic monothioimides gave bicyclic β-lactams, but five-membered semicyclic monothioimides gave only Type II cleavage products.This publication has 4 references indexed in Scilit:
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