title: Formal nucleophilic substitution of bromocyclopropanes with azoles.
abstract: A highly diastereoselective protocol for the formal nucleophilic substitution of 2-bromocyclopropylcarboxamides with azoles is described. A wide range of azoles, including pyrroles, indoles, benzimidazoles, pyrazoles, and benzotriazoles, can be efficiently employed as pronucleophiles in this transformation, providing expeditious access to N-cyclopropyl heterocycles.
authors.affiliation: Department of Chemistry, University of Kansas, 1251 Wescoe Hall Drive, Lawrence, Kansas 66045, USA.
authors.forename: Pavel
authors.initials: P
authors.lastname: Ryabchuk
authors.forename: Marina
authors.initials: M
authors.lastname: Rubina
authors.forename: Jack
authors.initials: J
authors.lastname: Xu
authors.forename: Michael
authors.initials: M
authors.lastname: Rubin
mesh_terms: D001393:Azoles / Q000737:chemistry*; D001562:Benzimidazoles / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D006842:Hydrocarbons, Brominated / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry; D015394:Molecular Structure; D011720:Pyrazoles / Q000737:chemistry; D011758:Pyrroles / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D001393:Azoles; D001562:Benzimidazoles; D006571:Heterocyclic Compounds; D006842:Hydrocarbons, Brominated; D007211:Indoles; D011720:Pyrazoles; D011758:Pyrroles