Stereospecific synthesis of some polycyclic cis-β-lactams |
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Authors: | S.D. Sharma Usha Mehra P.K. Gupta |
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Affiliation: | Department of Chemistry, Panjab University, Chandigarh-160014, India |
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Abstract: | Amides 1 on reaction with P2S5 in pyridine give thioamides 2 which on treatment with methyl iodide afford the corresponding 1-methylthio-3,4-dihydroisoquinolines 3. Annelation of these imines with phenoxyacetyl chloride in the presence of triethylamine furnish 6-methylthio-7-phenoxy-2',3' - dimethoxybenzo[a]octem 4a and 6-methylthio-7-phenoxy-2,3-methylenedioxybenzo[a]octem 4b respectively. Desulphurisation of these β-methylthio-β-lactams with Raney nickel yield the novel polycyclic cis-β-lactams 5a and 5b. |
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