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
Title | Year | Author | Number |
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|
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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 |
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METHOD OF PRODUCING exo-TRICYCLO[4,2,1,0]NONANE-3-SPIRO-1'-(3'-THIA)CYCLOPENTANE | 2008 |
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METHOD OF PRODUCING EXO-TRICYCLO[4,2,1,0 ]NON-3-ANE-SPIRO-1'-(3'-ETHYL-3'-ALUMINIUM)CYCLOPENTANE | 2009 |
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RU2420531C2 |
exo-PENTACYCLO[5.4.0.0.0.0]UNDECANE-4-SPIRO-1'-(3'-ETHYL-3'-ALUMINIUM)CYCLOPENTANE SYNTHESIS METHOD | 2008 |
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METHOD OF PRODUCING TRICYCLO[4.2.1.0]NONANE-3-SPIRO (3'-ETHYL-3'-ALUMINACYCLOPENTANE) | 2008 |
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RU2381230C2 |
METHOD OF PRODUCING TRICYCLO[4,2,1,0]-NONANE-3-SPIRO-1'-BUTANE | 2008 |
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RU2373174C1 |
METHOD FOR COMBINED SYNTHESIS OF 1-ETHYL-2-ALKYLIDENEALUMINACYCLOPENTANES AND 1-ETHYL-2-METHYLENE-3-ALKYLALUMINACYCLOPENTANES | 2009 |
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RU2423370C2 |
METHOD OF PRODUCING POLYCYCLIC 3-ALKYL(PHENYL)PHOSPHOLANE-3-OXIDES | 2013 |
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RU2551684C1 |
Authors
Dates
2010-11-20—Published
2008-11-20—Filed