Tetrahedron p. 3427 - 3430 (1980)
Update date:2022-08-04
Topics:
Sharma, S. D.
Mehra, Usha
Gupta, P. K.
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'-dimethoxybenzooctem 4a and 6-methylthio-7-phenoxy-2',3'-methylenedioxybenzooctem 4b respectively.Desulphurisation of these β-methylthio-β-lactams with Raney nickel yield the novel polycylic cis-β-lactams 5a and 5b.
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Doi:10.1021/jo00132a011
(1982)Doi:10.1021/ja063384n
(2006)Doi:10.1039/C3978000367b
(1978)Doi:10.1021/jo00331a039
(1981)Doi:10.1021/jo00328a044
(1981)Doi:10.1007/BF00513170
(1980)