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.
Nitrilimine Cycloaddition; Nitrilium Cation; Pyridazine Derivative; Thienopyrazolodiazepine; Thienopyrazoloxazepine
Settore CHIM/06 - Chimica Organica
2010
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/143596
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