METHOD FOR SYNTHESIS OF endo-, exo-TETRACYCLO[4.5.1.0.0]DODEC-3(4)-ENE-9-SPIRO-1'-(3'-SELENIUM)CYCLOPENTANES Russian patent published in 2010 - IPC C07D345/00 C07F11/00 

Abstract RU 2404177 C2

FIELD: chemistry.

SUBSTANCE: method for synthesis of endo-, exo-tetracyclo- [4.5.1.02.6.08.11]dodec-3(4)-ene-9-spiro-1'-(3'-selenium)-cyclopentanes of general formula

involves reaction of regioisomeric (1:1) 9-methylene-endo-, exo-tetracyclo[5.4.1.02.6.08.11]dodec-3(4)enes with triethylaluminium (AlEt3) in the presence of a zirconocene dichloride (Cp2ZrCl2) dichloride catalyst in molar ratio of 9-methylene-endo-, exo-tetracyclo[5.4.1.02.6.08.11]dodec-3(4)ene: AlEt3:Cp2ZrCl2=10:(10-14):(0.6-1.0) in an argon atmosphere at room temperature and atmospheric pressure in hexane for 7 hours, and then adding selenium (Se) to the reaction mass, where the selenium is taken in an amount equimolar to AlEt3 and stirring at 80°C for 5-7 hours.

EFFECT: novel compounds can be used in fine organic synthesis and in synthesis of biologically active heterocyclic compounds.

1 tbl

Similar patents RU2404177C2

Title Year Author Number
METHOD OF PRODUCING exo-TRICYCLO[4,2,1,0]NONANE-3-SPIRO-1'-(3'-SELENIUM)CYCLOPENTANE 2008
  • Dzhemilev Usein Memetovich
  • D'Jakonov Vladimir Anatol'Evich
  • Trapeznikova Ol'Ga Aleksandrovna
  • Ibragimov Askhat Gabdrakhmanovich
RU2408599C2
METHOD OF COMBINED PRODUCTION OF TETRACYCLO [5.4.1.0.0]DODEC-3-ENE-9-SPIRO(3'-ETHYL-3'-ALUMINACYCLOPENTANE) AND TETRACYCLO [5.4.1.0.0]DODEC-4-ENE-9-SPIRO(3'-ETHYL-3'-ALUMINACYCLOPENTANE) 2008
  • Dzhemilev Usein Memetovich
  • D'Jakonov Vladimir Anatol'Evich
  • Trapeznikova Ol'Ga Aleksandrovna
  • Ibragimov Askhat Gabdrakhmanovich
RU2376311C2
METHOD OF PRODUCING exo-TRICYCLO[4,2,1,0]NONANE-3-SPIRO-1'-(3'-THIA)CYCLOPENTANE 2008
  • Dzhemilev Usein Memetovich
  • D'Jakonov Vladimir Anatol'Evich
  • Trapeznikova Ol'Ga Aleksandrovna
  • Ibragimov Askhat Gabdrakhmanovich
RU2408590C2
METHOD OF PRODUCING EXO-TRICYCLO[4,2,1,0 ]NON-3-ANE-SPIRO-1'-(3'-ETHYL-3'-ALUMINIUM)CYCLOPENTANE 2009
  • Dzhemilev Usein Memetovich
  • D'Jakonov Vladimir Anatol'Evich
  • Trapeznikova Ol'Ga Aleksandrovna
  • Ibragimov Askhat Gabdrakhmanovich
RU2420531C2
exo-PENTACYCLO[5.4.0.0.0.0]UNDECANE-4-SPIRO-1'-(3'-ETHYL-3'-ALUMINIUM)CYCLOPENTANE SYNTHESIS METHOD 2008
  • Dzhemilev Usein Memetovich
  • D'Jakonov Vladimir Anatol'Evich
  • Trapeznikova Ol'Ga Aleksandrovna
  • Ibragimov Askhat Gabdrakhmanovich
  • Dzhemileva Galina Arkad'Evna
RU2404187C2
METHOD OF COMBINED PRODUCTION OF 3-ETHYL-3-ALUMINAPENTACYCLO-[12.5.1.0.0.0]-EICOSA-4,16-DIENE AND 3-ETHYL-3-ALUMINAPENTACYCLO-[12.5.1.0.0.0]-EICOSA-4,17-DIENE 2008
  • Dzhemilev Usein Memetovich
  • D'Jakonov Vladimir Anatol'Evich
  • Timerkhanov Rustam Kamilevich
  • Ibragimov Askhat Gabdrakhmanovich
  • Khalilov Leonard Mukhibovich
RU2375369C2
METHOD OF PRODUCING TRICYCLO[4.2.1.0]NONANE-3-SPIRO (3'-ETHYL-3'-ALUMINACYCLOPENTANE) 2008
  • Dzhemilev Usein Memetovich
  • D'Jakonov Vladimir Anatol'Evich
  • Trapeznikova Ol'Ga Aleksandrovna
  • Ibragimov Askhat Gabdrakhmanovich
  • Khalilov Leonard Mukhibovich
  • Tjumkina Tat'Jana Viktorovna
RU2381230C2
METHOD OF PRODUCING TRICYCLO[4,2,1,0]-NONANE-3-SPIRO-1'-BUTANE 2008
  • Dzhemilev Usein Memetovich
  • D'Jakonov Vladimir Anatol'Evich
  • Trapeznikova Ol'Ga Aleksandrovna
  • Ibragimov Askhat Gabdrakhmanovich
  • Khalilov Leonard Mukhibovich
  • Tjumkina Tat'Jana Viktorovna
RU2373174C1
METHOD FOR COMBINED SYNTHESIS OF 1-ETHYL-2-ALKYLIDENEALUMINACYCLOPENTANES AND 1-ETHYL-2-METHYLENE-3-ALKYLALUMINACYCLOPENTANES 2009
  • Dzhemilev Usein Memetovich
  • Ibragimov Askhat Gabdrakhmanovich
  • Khafizova Lejla Osmanovna
  • Khusainova Lilija Inverovna
  • Gubajdullin Rinat Ravilevich
RU2423370C2
METHOD OF PRODUCING POLYCYCLIC 3-ALKYL(PHENYL)PHOSPHOLANE-3-OXIDES 2013
  • Dzhemilev Usein Memetovich
  • D'Jakonov Vladimir Anatol'Evich
  • Dil'Mukhametova Ljajsan Kadyrovna
  • Makhamatkhanova Alevtina Leonidovna
RU2551684C1

RU 2 404 177 C2

Authors

Dzhemilev Usein Memetovich

D'Jakonov Vladimir Anatol'Evich

Trapeznikova Ol'Ga Aleksandrovna

Ibragimov Askhat Gabdrakhmanovich

Dates

2010-11-20Published

2008-11-20Filed