title: TiCl4 promoted formal [3 + 3] cycloaddition of cyclopropane 1,1-diesters with azides: synthesis of highly functionalized triazinines and azetidines.
abstract: A TiCl4 promoted formal [3 + 3] cycloaddition of cyclopropane 1,1-diesters with azides has been developed for the synthesis of highly functionalized triazinines. Both stoichiometric and substoichiometric versions of this reaction were accomplished dependent on the choice of solvent. It is noteworthy that the corresponding products could be easily converted to biologically important azetidines by simple thermolysis.
authors.affiliation: State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University , Lanzhou 730000, PR China.
authors.forename: Huan-Huan
authors.initials: HH
authors.lastname: Zhang
authors.forename: Yong-Chun
authors.initials: YC
authors.lastname: Luo
authors.forename: Hua-Peng
authors.initials: HP
authors.lastname: Wang
authors.forename: Wei
authors.initials: W
authors.lastname: Chen
authors.forename: Peng-Fei
authors.initials: PF
authors.lastname: Xu
mesh_terms: D001384:Azetidines / Q000138:chemical synthesis* / Q000737:chemistry; D001386:Azides / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D061565:Cycloaddition Reaction; D003521:Cyclopropanes / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D014025:Titanium / Q000737:chemistry*; D014227:Triazines / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D001384:Azetidines; D001386:Azides; D003521:Cyclopropanes; D014227:Triazines; C025096:titanium tetrachloride; D014025:Titanium