- Pathways of Pd-catalyzed cyclopropanation of tetrahydroindene with diazomethane
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The Pd-catalyzed cyclopropanation of 3a,4,7,7a-tetrahydro-1H-indene with diazomethane unexpectedly affords monoand dicyclopropanation products in good yields, the cyclopentene double bond being approximately three times more reactive than the cyclohexene one. In contrast, similar independent competitive cyclopropanation of a cyclopentene–cyclohexene mixture has shown that cyclohexene exhibits an abnormally low reactivity differing by about two orders of magnitude.
- Menchikov, Leonid G.,Pantyukh, Olga A.,Shulishov, Evgeny V.,Tomilov, Yury V.
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p. 612 - 614
(2020/10/09)
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- REACTIONS OF DICHLOROCARBENE AND OF THE SIMMONS-SMITH REAGENT WITH THE DIMER AND TRIMER OF CYCLOPENTADIENE AND THE DIMER OF SPIROHEPTA-4,6-DIENE
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Dichlorocarbene reacts with the exo dimer of cyclopentadiene (exo-tricyclo2,6>deca-3,8-diene) and the trimer of cyclopentadiene (exo-endo-pentacyclo2,7.09,13>pentadeca-4,10-diene) at the cyclopentene double bond.The Simmons-Smith reagent, prepared from methylene iodide in presence of a zinc-silver couple, reacts with the same hydrocarbons and also with the dimer of spirohepta-4,6-diene 2,6>deca-3,8-diene)-10-spirocyclopropane> nonselectively at both double bonds, whereas it adds to the trimer of cyclopentadiene only at the norbornene double bond.
- Molchanov, A. P.,Kostikov, R. R.,Chernyshev, V. A.
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p. 1444 - 1449
(2007/10/02)
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- POLYCYCLIC AND FRAMEWORK COMPOUNDS. XIV. REACTION OF DICHLOROCARBENE WITH endo-TRICYCLO2,6>DECA-3,8-DIENE
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The addition of dichlorocarbene in a two-phase system to endo-tricyclo2,6>deca-3,8-diene leads to the formation of either 4,4-dichlorotetracyclo2,703,5>undec-9-ene or isomeric tetrachlorotetracyclo6.3.1.0
- Kazimirchik, I. V.,Lukin, K. A.,Borisenko, A. A.,Bebikh, G. F.,Yarovoi, S. S.,Zefirov, N. S.
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p. 507 - 512
(2007/10/02)
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