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

Abstract
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.