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US 2014/0371444 A1Published application
Organoboron compounds and methods of making organoboron compounds
AssigneeThe Regents of the University of California
InventorsSuzanne A. Blum, Joshua J. Hirner, Darius J. Faizi
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Abstract
Embodiments of the present disclosure provide for methods of making an organoboron compound, organoboron compounds, and the like.
Claims20
A method of making an organoboron compound, comprising a reaction described by one of the following schemes:
- wherein X1 is O, N, S, or C, wherein each of R, R1, R2, R3, R4, and R5 are independently selected from:
- H, a carbonyl functional group, a carbocycle group, a heterocycle, a halide, or an alkyl group, wherein, optionally, R1 and R2 together with the carbon atoms they are attached to form a cyclic moiety, wherein X2 is catecholate, pinacolate, ethylene glycolate, 1,3-propanediolate, N-methyliminodiacetate, 2,2′-azanediyldiethanolate, fluoride, or chloride, wherein n is 0 to 8, wherein y is from 1 to 3, wherein X3 is C, O, N, or S, and wherein X4 is a halogen, trifluoroacetic acid (TFA), tosylate (OTs), mesylate (OMs), or triflate (OTf);
- wherein the reagent in each Scheme (1) to (25) is reacted with a salt of BX2 and a Lewis acid metal catalyst to form the organoboron compound(s) shown in each Scheme (1) to (25).
A composition, comprising:
- an organoboron compound represented by one of the following structures:
- wherein X1 is O, N, S, or C wherein each of R, R1, R2, R3, R4, and R5 are independently selected from:
- H, a carbonyl functional group, a carbocycle group, a heterocycle, a halide, or an alkyl group, wherein, where shown, R1 and R2 together with the carbon atoms they are attached to form a cyclic moiety, wherein X2 is catecholate, pinacolate, ethylene glycolate, 1,3-propanediolate, N-methyliminodiacetate, 2,2′-azanediyldiethanolate, fluoride, or chloride, wherein n is 0 to 8, and wherein y is from 1 to 3, wherein X3 is selected from the group consisting of:
- C, O, N, and S.
1 more element
Dependencies are inferred from the claim text.