Synthesis of Spiro[2.2]pentanes and Spiro[2.3]hexanes Employing the Me<sub>3</sub>
Al/CH<sub>2</sub>
I<sub>2</sub>
Reagent
作者:Ilfir R. Ramazanov、Rita N. Kadikova、Tat'yana P. Zosim、Usein M. Dzhemilev、Armin de Meijere
DOI:10.1002/ejoc.201700991
日期:2017.12.22
Substituted alkylidenecyclopropanes reacted with 5 equivalents each of Me3Al and CH2I2 at room temperature in hexane to give 1-mono- and 1,1-disubstituted spiro[2.2]pentanes in high yields. Surprisingly, the same reaction with substituted alkylidenecyclopropanes in CH2Cl2 afforded exclusively 1,1-disubstituted spiro[2.3]hexanes. The transformation of 1,1-diphenylspiro[2.2]pentane into 1,1-diphenylspiro[2
Reaction of diazoalkanes with unsaturated compounds. 10. 1,3-Dipolar cycloaddition of diazocyclopropane to strained cycloalkenes
作者:Yu. V. Tomilov、E. V. Shulishov、O. M. Nefedov
DOI:10.1007/bf00961354
日期:1991.5
The reaction of diazocyclopropane, generated in situ by alkaline hydrolysis of N-nitroso-N-cyclopropylurea at -20-degrees to -40-degrees-C, with the double bond of norbornene hydrocarbons or 3,3-dimethylcyclopropene is a 1,3-dipolar cycloaddition and affords 45-70% yields of thermally stable 1-pyrazolines possessing a spiro-joined cyclopropane fragment. Methylenecyclopropane under the same conditions is a less effective and selective interceptor of diazocyclopropane, forming in approximately 10% yields not only isomeric 1-pyrazolines but the corresponding product of cyclopropylization, dispiro[2.0.2.1]heptane.
Lukin, K. A.; Zefirov, N. S., Journal of Organic Chemistry USSR (English Translation), 1987, vol. 23, p. 2249 - 2252
作者:Lukin, K. A.、Zefirov, N. S.
DOI:——
日期:——
Lukin, K. A.; Kuznetsova, T. S.; Kozhushkov, S. I., Journal of Organic Chemistry USSR (English Translation), 1988, vol. 24, # 8, p. 1483 - 1486
作者:Lukin, K. A.、Kuznetsova, T. S.、Kozhushkov, S. I.、Piven', V. A.、Zefirov, N. S.