FIELD: chemistry.
SUBSTANCE: invention relates to a method of producing dicycloalkyl(bicyclo[2.2.1]hept-2-yl)alkylboronates of general formula (1)
where (a) R=Et, R'=Cyclohept, (b) R=n-Pent, R'=Cyclohept, (c) R=Et, R'=Cyclooct, (d) R=n-Pent, R'=Cyclooct, (e) R=Et, R'=Cyclododec, (f) R=Et, R'=Norbornyl, (g) R=n-Pent, R'=Norbornyl. Method involves reacting cycloalkene (cycloheptene, or cis-cyclooctene, or cis/trans-cyclododecene, or norbornene) with previously obtained alkyldichloroborane RBCl2, where R – are given above, while heating to 50 °C for 4–6 hours in presence of Mg (powder) and catalyst Cp2TiCl2. Molar ratio RBCl2 : cycloalkene : Mg: Cp2TiCl2 is (10÷14) : 10 : (10÷30) : (1.8÷2.2). Method is carried out in tetrahydrofuran in an inert atmosphere and further stirring at room temperature (~20–22) °C for 16 hours with subsequent hydrolysis of the reaction mass.
EFFECT: obtained novel boron acid esters can be used in organic chemistry as main substrates in cross-coupling reactions.
1 cl, 1 tbl, 7 ex
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Authors
Dates
2019-12-30—Published
2019-02-21—Filed