Silver carbonate treatment of 3-thenyl-substituted hydrazonoyl chloride (3) promoted the in situ generation of the corresponding nitrilimine (4) which constitute the key intermediate in the three step synthesis of both thieno[2,3-f]pyrazolo[1,5-a][ 1,4]diazepine and thieno[2,3-f]pyrazolo[1,5-a][1, 4]-oxazepine skeletons. The concurrent formation of unusual pyridazine derivatives arising from the electrophilic attack of a nitrilium cation to the carbon-carbon double bond is also discussed in some detail.
A Short and Convenient Synthesis of Novel Thienopyrazolodiazepine and Thienopyrazoloxazepine Skeletons via Nitrilimine Cycloaddition / G. Molteni, P. Del Buttero. - In: HETEROCYCLES. - ISSN 0385-5414. - 81:4(2010), pp. 955-964. [10.3987/COM-10-11905]
A Short and Convenient Synthesis of Novel Thienopyrazolodiazepine and Thienopyrazoloxazepine Skeletons via Nitrilimine Cycloaddition
G. Molteni;P. Del Buttero
2010
Abstract
Silver carbonate treatment of 3-thenyl-substituted hydrazonoyl chloride (3) promoted the in situ generation of the corresponding nitrilimine (4) which constitute the key intermediate in the three step synthesis of both thieno[2,3-f]pyrazolo[1,5-a][ 1,4]diazepine and thieno[2,3-f]pyrazolo[1,5-a][1, 4]-oxazepine skeletons. The concurrent formation of unusual pyridazine derivatives arising from the electrophilic attack of a nitrilium cation to the carbon-carbon double bond is also discussed in some detail.Pubblicazioni consigliate
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