Hydroborate compounds

Details Hydroborate compounds Hydroborate compounds

1986-08-27

1988-09-27

Sutto, Anton H.

Organic compounds -- part of the class 532-570 series

Organic compounds

Nitriles

260690, C07C12116, C07C12166

Patent

active

047743549

ABSTRACT:
The present invention relates to novel organocyanohydroborate compounds which may be employed as reducing agents. For example, organocyanohydroborates having the following general formula are contemplated:

REFERENCES:
patent: 4658051 (1987-07-01), Morse et al.
Herbert C. Brown et al., "Hydroboration. III. The Reduction of Organic Compounds by Diborane, an Acid-Type Reducing Agent," 82, Journal of the American Chemical Society, 681-686 (1960).
Leo J. Malone et al., "The Preparation and Properties of the Boranocarbonates", 6, Inorganic Chemistry, 817-822, No. 4 (1967).
Leo J. Malone, "The Alcoholysis of Carbon Monoxide Borane," 7, Inorganic Chemistry, 1039-1040 (1968).
Toshio Satho et al., "Reduction of Organic Compounds with Sodium Borohydride-Transition Metal Salt Systems (1)-Reduction of Organic Nitrile, Nitro and Amide Compounds to Primary Amines," Tetrahedron Letters, 4555-4558, No. 52 (1969).
B. D. Hoewe et al., "The Aminolysis and Basic Hydrolysis of the O-Ethylboranocarbonate Ion", 10 Inorganic Chemistry, 930-933, No. 6 (1971).
Gordon W. Gribble et al., "Reactions of Sodium Borohydride in Acidic Media I. Reduction of Indoles and Alkylation of Aromatic Amines with Carboxylic Acids," 96, Journal of the American Chemical Society, 7812-7814, No. 25 (1974).
Clinton F. Lane, "Organic Synthesis via Organoboranes II-Selective Reductions Using Borane-Tetrahydrofuran Complex," 7, Aldrichimica Acta, 7-8 (1974).
Clinton F. Lane, "Ester Reductions with Super-Hydride," 7, Aldrichimica Acta, 32-33 (1974).
Paolo Marchini et al., "Sodium Borohydride-Carboxylic Acid Systems. Useful Reagents for the Alkylation of Amines," 40, Journal of Organic Chemistry, 3453-3456, No. 23 (1975).
Gordon Gribble et al., "Reactions of Sodium Borohydride in Acidic Media. Selective Reduction of Aldehydes with Sodium Triacetoxyborohydride," Journal of the Chemical Society Chemical Communications, 535-536 (1975).
Gordon W. Gribble et al., "Reactions of Sodium Borohydride in Acidic Media III. Reduction and Alkylation of Quinoline and Isoquinoline with Carboxylic Acids," Synthesis, 650-652 (1975).
Norihide Umino et al., "Sodium Acytoxyborohydride as New Reducing Agents. I. Reduction of Carboxamides to the Corresponding Amines," Tetrahedron Letters, 763-766, No. 10 (1976).
Norhide Umino et al., "Sodium Acytoxyborohydride as New Reducing Agents II. Reduction of Nitrites to the Corresponding Amines," Tetrahedron Letters, 2875-2876, No. 33 (1976).
Jerry C. Bommer et al., "(MePh.sub.2 P).sub.3 CuBH.sub.4): A Single M-H Bridged Tetrahydroborate," Journal of the Chemical Society Chemical Communications, 137-138 (1977).
S. Krishnamurthy et al., "Selective Reductions. 22. Facile Reduction of Alpha, Beta-Unsaturated Aldehydes and Ketones with 9-Borabicyclo (3.3.1) Nonane. A Remarkably Convenient Procedure for the Selective Conversion of Conjugated Aldehydes and Ketones to the Corresponding Allylic Alcohols in the Presence of Other Functional Groups," 42, Journal of Organic Chemistry, 1197-1201, No. 7 (1977).
Herbert C. Brown et al., "Selective Reductions. 23. Assymmetric Reduction of Representative Ketones with Diisopinocampheylborane of High Optical Purity," 42, Journal of Organic Chemistry, 2996-2999, No. 18 (1977).
Michael J. Haire, "Improved Reduction of Nitrimines to Nitramines Using Sodium Borohydride and Acetic Acid, " 42, Journal of Organic Chemistry, 3446-3447 (1977).
Herbert C. Brown et al., "Selective Reductions. 24. Acyloxyboranes in the Controlled Reaction of Carboxylic Acids with Borane-Tetrahydrofuran. Acyloxyboranes as Intermediates in the Fast Reduction of Carboxylic Acids by Borane-Tetrahydrofuran," 99, Journal of the American Chemical Society, 8218-8226 (1977).
Clinton F. Lane, "Selective Reductions Using Borane Complexes," 10, Aldrichimica Acta, 41-51, No. 3 (1977).
Herbert C. Brown et al., "Simple Synthesis of Monoisopinocampheylborane of High Optical Purity," 43, Journal of Organic Chemistry, 4395-4397 (1978).
G. W. J. Fleet et al., "Bis(Triphenylphosphine) Copper (I) Tetrahydroborate in the Reduction of Acid Chlorides to Aldehydes," Tetrahedron Letters, 1437-1440, No. 16 (1978).
Thomas N. Sorrell et al., "Metal Tetrahydroborate Complexes: Selective Reducing Agents for Organic Synthesis," Tetrahedron Letters, 2473 (1978).
Gordon W. Gribble et al., "Reactions of Sodium Borohydride in Acidic Media; Reduction of Diaryl Ketones in Trifluoroacetic Acid," Synthesis, 763-765 (1978).
Gordon W. Gribble et al., "Reactions of Sodium Borohydride in Acidic Media; VIII. N-Alkylation of Aliphatic Secondary Amines with Carboxylic Acids," Synthesis, 766-768 (1978).
J. C. Bommer et al., "Slowing of the Fluxional Process in a Diamagnetic Copper(I) Tetrahydroborate Complex," 17 Inorganic Chemistry 3708-3710 (1978).
Surendra U. Kulkarni et al., "2,6-Diboraadamantane, a Novel Structure with Unus Characteristics, via Cyclic Dihydroboration of 1,3,5,7-Cyclooctatetraene," 44 Journal of Organic Chemistry 1747-1749, No. 10 (1979).
S. Krishnamurthy et al., "Selective Reductions. 25. Remarkably Facile Reductive Opening of Cyclic Ethers by the Lithium Tri-tert-butoxyaluminohydride-Triethylborane Combination," 44 Journal of Organic Chemistry 3678-3682, No. 21 (1979).
Herbert C. Brown, "Hydride Reductions: A 40-year Revolution in Organic Chemistry," Chemical & Engineering News 24-29 (Mar. 5, 1979).
Herbert C. Brown et al., "Molecular Addition Compounds. 5. Interaction of N,N,N',N'-Tetramethylethylenediamine with Boron Trifluoride and Monoalkylboranes 18 Inorganic Chemistry 51-53 (1979).
Herbert C. Brown et al., "Molecular Addition Compounds. 6. Addition Compounds of Ethylenediamine with Boron Trifluoride and Dialkylboranes," 18 Inorganic Chemistry, 53-55 (1979).
Jerry C. Bommer et al., "Transition-Metal-(Carboxylato)trihydroborate Complexes Copper and Silver Triphenylphosphine Complexes of H.sub.3 BCO.sub.2 R.sup.- (R=H, CH.sub.3, C.sub.2 H.sub.5),"1 8 Inorganic Chemistry 531-538 (1979).
Herbert C. Brown et al. "Tetrahedron Report Number 64-Forty Years of Hydride Reductions," 35 Tetrahedron Letters 567-607 (1979).
G. W. J. Fleet et al., "Convenient Synthesis of Bis(Triphenylphosphine) Copper(I) Tetrahydroborate and Reduction of Acid Chlorides to Aldehydes," Tetrahedron Letters, 975-978, No. 11 (1979).
Gordon W. Gribble, "Sodium Borohydride in Carboxylic Acid Media-New Synthetic Methodology," 51 Eastman Organic Chemical Bulletin 1-6, No. 1 (1979).
Jerry C. Bommer et al., "Single Hydrogen-Boron Bridged Species: Tris-(methyldiphenylphosphine) Complexes of Silver(I) and Copper (I) Containing Tetrahydroborate and (Ethoxycarbonyl)trihydroborate," 19 Inorganic Chemistry 587-593 (1980).
Benjamin C. Hui, "Synthesis and Properties of Borohydride Derivatives", 19 Inorganic Chemistry 3185-3186 (1980).
Herbert C. Brown et al., "Selective Reductions. 26. Lithium Triethylborohydride as an Exceptionally Powerful and Selective Reducing Agent in Organic Synthesis; Exploration of the Reactions with Selected Organic Compounds Containing Representative Functional Groups," 45 Journal of Organic Chemistry 1-12, No. (1980).
Herbert C. Brown et al., "Molecular Addition Compounds. 8. .sup.13 C and .sup.11 B NMR Examination of B-Substituted Derivatives of 9-Borabicyclo(3.3.1)nonane and Their Pyridine Complexes," 45 Journal of Organic Chemistry 846-849 (1980).
S. Krishnamurthy et al., "Selective Reductions. 27. Reaction of Alkyl Halides with Representative Complex Metal Hydrides and Metal Hydrides; Comparison of Various Hydride Reducing Agents," 45 Journal of Organic Chemistry 849-856 (1980).
Robert O. Hutchins et al., "mu-Bis(Cyanotrihydroborato)Tetrakis(Triphenylphosphine) Dicopper(I); A New, Selective, pH Dependent Reducing Agent," Tetrahedron Letters 813-816 (1980).
G. W. J. Fleet, "Bis(Triphenylphosphine)Copper(I) Tetrahydroborate in the Reduction of P-Toluenesulphonylhydrazones and 2, 4, 6-Triisopropylbenzenesulphonyl Hydrazones (Trisyl Hydrazones) to Alkanes," 21 Tetrahedron Letters 4031-4034 (1980).
Herbert C. Brown et al., "Addition Compounds of Alkali Metal Hydrides. 20. Reaction of Representative Mono- and Dialkylboranes with Saline Hydrides to For

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