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Title Facile and efficient approach for the synthesis of spirocyclopropylbarbiturates and 3-substituted-1, 1,2,2-tetracyanocyclopropanes using N -halosulfonamides
Type JournalPaper
Keywords N -Halosulfonamides Spirocyclopropylbar- biturate · Spirocyclopropane Carbonyl compounds Intramolecular ring-closing reaction
Abstract The applications of N,N,N',N'-tetrabromobenzene-1,3-disulfonamide [TBBDA],, poly(N-bromo-N-ethyl-benzene-1,3-disulfonamide) [PBBS]. N,N,N',N'-tetrachlorobenzene-1,3-disulfonamide [TCBDA],, poly(N-chloro-N-ethyl-benzene-1,3-disulfonamide) [PCBS] as novel reagents for the preparation of spirocyclopropylbarbiturates from 2- arylidenemalononitriles and barbituric acids are described In addition, an effective and simple domino procedure for the synthesis of 3-substituted-1,1,2,2-tetracyanocyclopropanes from carbonyl compounds and malononitrile in a one-pot manner is reported. These reactions involve Michael addition, halogenation, and intramolecular ring-closing (MHIRC) reaction sequences
Researchers (Fourth Researcher), Azadeh Shahriari (Third Researcher), (Second Researcher), Ramin Ghorbani-Vaghei (First Researcher)