Process for the production of lactams

C - Chemistry – Metallurgy – 07 – D

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C07D 471/04 (2006.01) C07D 209/52 (2006.01) C07D 211/86 (2006.01) C07D 217/24 (2006.01) C07D 221/04 (2006.01) C07D 453/06 (2006.01) C07F 7/10 (2006.01)

Patent

CA 2078039

.beta.,.gamma.-unsaturated .delta.6-lactams, especially 2- azabicyclo[2.2.1]hept-5-en-3-one, are produced by a Diels- Alder reaction of 1,3-dienes with sulfonyl cyanides and subsequent hydrolysis. The sulfonyl cyanides are formed in situ from cyano chloride and the corresponding sulfinates. By the renewed reaction of the sulfinate formed in the hydrolysis of the Diels-Alder adducts with cyanogen chloride, the sulfonyl cyanides are regenerated and a catalytic cyclic process results, 2-Azabicyclo[2.2.1]hept- 5-en-3-one is a starting compound in the synthesis of antiviral nucleoside analogs.

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