132203-71-5Relevant articles and documents
Visible-Light-Mediated Aerobic Oxidation of Organoboron Compounds Using in Situ Generated Hydrogen Peroxide
Weng, Wei-Zhi,Liang, Hao,Zhang, Bo
, p. 4979 - 4983 (2018/08/24)
A simple and general visible-light-mediated oxidation of organoboron compounds has been developed with rose bengal as the photocatalyst, substoichiometric Et3N as the electron donor, as well as air as the oxidant. This mild and metal-free protocol shows a broad substrate scope and provides a wide range of aliphatic alcohols and phenols in moderate to excellent yields. Notably, the robustness of this method is demonstrated on the stereospecific aerobic oxidation of organoboron compounds.
Development of a flow method for the hydroboration/oxidation of olefins
Souto, José A.,Stockman, Robert A.,Ley, Steven V.
, p. 3871 - 3877 (2015/03/30)
A method for the continuous preparation of alcohols by hydroboration/oxidation of olefins using flow techniques is described. The process allows the isolation of up to 120 mmol h-1 of the desired alcohol in a very rapid manner with good functional group tolerance. The flow setup can be modified to perform a continuous extraction of the desired alcohol from the biphasic mixture produced by the reaction. This journal is
HYDRONOPOL DERIVATIVES AS AGONISTS ON HUMAN ORL1 RECEPTORS
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Page/Page column 6, (2010/02/13)
The invention relates to a group of hydronopol derivatives which are agonists on human ORL1 (nociceptin) receptors. The invention also relates to the preparation of these compounds, to pharmaceutical compositions containing a pharmacologically active amount of at least one of these novel hydronopol derivatives as an active ingredient, as well as to the use of these pharmaceutical compositions for the treatment of disorders in which ORL1 receptors are involved. The invention relates to compounds of the general formula (1) wherein the symbols have the meanings as given in the description.
PS-COD and PS-9-BBN: Polymer-supported reagents for solution-phase parallel synthesis
Revell, Jefferson D.,Doerner, Barbara,White, Peter D.,Ganesan
, p. 831 - 833 (2007/10/03)
(Chemical Equation Presented) 1,5-Cyclooctadiene was deprotonated under LICKOR conditions and reacted with Merrifield resin to afford an immobilized cyclooctadiene in high yield. This polymer is effective as a halogen scavenger, while hydroboration leads to a supported 9-BBN analogue. The latter exhibits similar regioselectivity to 9-BBN in olefin hydroboration.
METHOD OF HYDROBORATING ALCOHOLS AND REDUCING FUNCTIONAL GROUPS USING A RECYCLABLE FLUOROUS BORANE-SULFIDE
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Page 15-17, (2010/02/06)
A method of hydroborating an alkene or alkyne, or reducing an organic functionality, oxidizing primary and secondary alcohols using a fluorous borane-sulfide is disclosed. The method includes regeneration and recycling the fluorous borane-sulfide.
Dod-S-Me and methyl 6-morpholinohexyl sulfide (MMS) as new odorless borane carriers
Patra, Pranab K.,Nishide, Kiyoharu,Fuji, Kaoru,Node, Manabu
, p. 1003 - 1006 (2007/10/03)
Odorless Dod-S-Me (1) and MMS (3) are developed as efficient borane carriers. The yields of hydroborations and reductions with borane complex 2 of 1 are very high and the recovery of 1 after the reaction is quantitative. The borane complexes 4 and 5 of 3 are also useful. In the latter case chromatographic separation is unnecessary when excess oxidizing agent (alkaline H2O2) is used after hydroboration.
Molecular Addition Compounds. 17. Borane and Chloroborane Adducts with Organic Sulfides for Hydroboration
Zaidlewicz, Marek,Kanth, Josyula V. B.,Brown, Herbert C.
, p. 6697 - 6702 (2007/10/03)
The following sulfides have been examined as borane carriers in comparison with dimethyl sulfide and 1,4-oxathiane: tert-butyl methyl sulfide, isoamyl methyl sulfide, ethyl isoamyl sulfide, tert-butyl isoamyl sulfide, diisoamyl sulfide, tetrahydrothiophene, tetrahydro-thiopyran, thioanisole, 3-ethylthiotetrahydrofuran, bis(3-tetrahydrofuryl) sulfide, and bis(2-methoxyethyl) sulfide. Their complexing ability toward borane increases in the following order: thioanisole 3, is stable over prolonged periods at room temperature. The sulfide can be recovered from hydroboration-oxidation products by distillation. Consequently, diisoamyl sulfide is a new promising borane carrier. Bis(2-methoxyethyl) sulfide, easily synthesized from the low cost thiodiethanol, is three times more soluble in water than 1,4-oxathiane. Its borane adduct is 6.0 M in BH3 and can substitute for more expensive borane-1,4-oxathiane in hydroboration reactions. Applications of these new borane adducts in the synthesis of mono- and dichloroborane adducts was also studied. The equilibrium ratios observed for the new chloroborane adducts were similar to that observed for dimethyl sulfide adducts. However, the hydroboration of 1-octene with these new chloroborane adducts are much faster than the corresponding adducts of dimethyl sulfide, which are currently used extensively.
Novel Reduction of Carboxylic Acids and Hydroboration of Olefins by Electrolysis of Sodium Borohydride
Shundo, Ryushi,Matsubara, Yoshiharu,Nishiguchi, Ikuzo,Hirashima, Tsuneaki
, p. 530 - 534 (2007/10/02)
Electrochemical oxidation of sodium borohydride in diglyme containing aliphatic or aromatic carboxylic acids followed by acid-catalyzed hydrolysis afforded the corresponding primary alcohols in good yields.Furthermore, similar electrochemical oxidation in the presence of a variety of olefins instead of carboxylic acids, followed by treatment with alkaline-hydrogen peroxide, brought about novel electrochemical hydroboration to give the corresponding alcohols regio- and stereoselectively in good yields.
Novel Method for Hydroboration of Olefins Using Electrolysis
Shundo, Ryushi,Matsubara, Yoshiharu,Nishiguchi, Ikuzo,Hirashima, Tsuneaki
, p. 2033 - 2036 (2007/10/02)
A first example of electrochemical hydroboration of olefins was found.Anodic oxidation of sodium borohydride in the presence of olefins in diglyme followed by conventional oxidation gave the corresponding alcohols regio- and stereoselectively in good yields.