Highly electrophilic, <i>gem-</i> and <i>spiro-</i>activated trichloromethylnitrocyclopropanes: synthesis and structure.

ABSTRACT: New highly electrophilic gem- and spiro-activated trichloromethylnitrocyclopropanes were obtained by the Michael-initiated ring closure (MIRC) reaction of 1-bromo-1-nitro-3,3,3-trichloropropene with linear and cyclic CH-acids catalyzed by bases. Conditions for obtaining the target cyclopropanes were optimized. The process is characterized by high diastereoselectivity and allows obtaining cyclopropanes with trans-configuration of -NO₂ and -CCl₃ groups. Monocyclic (based on malonic acid dinitrile, methyl cyanoacetate, ethyl cyanoacetate, benzoylacetonitrile), spirocarbo- (based on 1,3-indanedione) and spiroheterocyclic (based on Meldrum's acid, dimethylbarbituric acid, 3-methyl-1-phenyl-5-pyrazolone) cyclopropane structures were isolated and charact

SUBMITTER: Pilipenko IA 

PROVIDER: S-EPMC12816983 | biostudies-literature | 2026

REPOSITORIES: biostudies-literature