A Convenient Synthesis of Novel 1,3,4-Substituted 2-Pyrazoline-5-ones

N-Functionally substituted imines of polychlorinated (brominated) aldehydes and ketones

“…This resulted in the synthesis of 2-aryl(alkyl)-4-[1-acetyl(benzoyl)aminoethyl-2,2,2-trichloro]-3-alkyl(phenyl)-2-pyr-azolones 143 in high yields. 188 The reactions of N-acyl-N-(2,2,2-trichloroethylidene)amines (which were prepared in situ from the corresponding 1,2,2,2tetrachloroethylamides) with enamines 144 and 145 occur with high diastereo-and enantioselectivity yielding amidoalkylation products, which are hydrolysed to give chiral 2,2,2-trichloroethylamides 146, 147. 189 Reactions of various types of monohydroxypyrimidines with N-(benzoyl)trichloroacetaldimine 3a and other acylimines 3, generated in situ from the corresponding tetrachloroethylamides have been studied.…”

Zur Addition substituierter 4‐Hydroxy‐2H‐1,4‐benzoxazin‐3(4H)‐one an N‐Acyl‐trichloracetaldimine

“…[3], die beide als biologisch aktive Inhaltsstoffe in I<ultnrpflanzen der Familie Gramineae vorkommeii. Um DIBOA und seine Analoga zu modifizieren, setzten wir sie mit h'-Acyltrichloracetaldiminen 2 [4] um, deren Wiihigkeit zur Addition acider Heterocyclen bekannt ist [5]. 2HH-l,4-benzoxazin-3(4H)-on-4-yloxy) …”

Synthesis and Structure of 4-Trifluoromethylsulfonamidotrichloroethyl-5-chloropyrazoles

“…The reactions of pyrazoles amidoalkylation are virtually unstudied [1] except for published examples of trichloroamidoethylation of 1-alkyl(aryl)-3-alkyl(phenyl)pyrazol-5-ones with ethoxycarbonyl-, acetyl-, and benzoyl imines of chloroal [4] and reactions of 1,3,5-trimethylpyrazole and 1-heptyl-3-methylpyrazol-5-one with chloral 4-chlorophenylsulfonyl imine [2]. No studies were as yet performed concerning the amidoalkylation of halopyrazoles that had become accessible when we had developed their preparation from halovinyl ketones and alkylhydrazines or 1,1-dimethylhydrazine [5,6].…”