Pyridinium ylide-assisted one-pot two-step tandem synthesis of polysubstituted cyclopropanes.
A sequential one-pot two-step tandem reaction for efficient synthesis of polysubstituted cyclopropanes has been developed. The three-component reaction of alpha-halogenated methylene compounds, aromatic aldehydes, and acetonitrile derivatives produced first the intermediates pyridinium salts and electron-deficient olefins, followed by cyclopropanation of pyridinium ylide with electron-deficient olefins in situ to afford polysubstituted cyclopropanes. Target compounds were obtained in high yields and were diastereomerically pure after recrystallization.
Wang
Qi-Fang
QF
College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002, China.
Song
Xiao-Kai
XK
Chen
Jiao
J
Yan
Chao-Guo
CG
D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D018360:Crystallography, X-Ray; D003500:Cyclization; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D011726:Pyridinium Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000475:Alkenes; D003521:Cyclopropanes; D011726:Pyridinium Compounds