Reaction of hydrazonyl chlorides and carboalkoxymethylene triphenylphosphoranes to give 5‐alkoxy substituted pyrazoles | Zendy

Padwa Albert | Zendy; MacDonald J. Gavin | Zendy

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Reaction of hydrazonyl chlorides and carboalkoxymethylene triphenylphosphoranes to give 5‐alkoxy substituted pyrazoles

Author(s) -

Padwa Albert,

MacDonald J. Gavin

Publication year - 1987

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570240457

Subject(s) - chemistry , hydrazone , alkoxy group , nitrile , reagent , imine , medicinal chemistry , wittig reaction , chloride , organic chemistry , catalysis , alkyl

The reaction of ethyl chloroglyoxylate phenyl hydrazone and diphenyl hydrazonyl chloride with several carboalkoxymethylene triphenylphosphoranes has been examined. The products isolated correspond to N ‐phenyl‐3‐carboalkoxy‐5‐alkoxy substituted pyrazoles. The mechanism advanced to account for the formation of the products involves the stepwise addition of a nitrile imine intermediate with the Wittig reagent.

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