Preparation of 1,5‐disubstituted 4‐sulfonylpyrazoles, β‐cyano‐β‐sulfonylenamines and 5‐substituted 4‐sulfonylisoxazoles from β‐keto‐β‐sulfonylenamines | Zendy

Takahashi Masahiko | Zendy; Mamiya Tsutomu | Zendy; Hasegawa Hisao | Zendy; Nagai Takashi | Zendy; Wakita Hideki | Zendy

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Preparation of 1,5‐disubstituted 4‐sulfonylpyrazoles, β‐cyano‐β‐sulfonylenamines and 5‐substituted 4‐sulfonylisoxazoles from β‐keto‐β‐sulfonylenamines

Author(s) -

Takahashi Masahiko,

Mamiya Tsutomu,

Hasegawa Hisao,

Nagai Takashi,

Wakita Hideki

Publication year - 1986

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.5570230520

Subject(s) - chemistry , hydroxylamine , ring (chemistry) , butyllithium , medicinal chemistry , organic chemistry , stereochemistry

Reaction of β‐keto‐β‐sulfonylenamines 1a,b with N ‐substituted hydrazines gave 1,5‐disubstituted 4‐sulfonylpyrazoles 2a‐h in moderate yields, which were ring‐opened on treatment with n ‐butyllithium to afford β‐cyano‐β‐sulfonylenamines ( 3a,b,d‐f ). 5‐Substitued 4‐sulfonylisoxazoles 6a‐d were also prepared from 1a‐d and hydroxylamine.

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