448211-45-8

Usage

Uses

1. Used in Chemical Synthesis:
1,3,2-Dioxaborolane, 2-(1-cycloocten-1-yl)-4,4,5,5-tetraMethylis used as a synthetic intermediate for the preparation of various organic compounds. Its unique cyclooctenyl group allows for versatile reactions and transformations in the synthesis of complex molecules.
2. Used in Pharmaceutical Research:
1,3,2-Dioxaborolane, 2-(1-cycloocten-1-yl)-4,4,5,5-tetraMethylis used as a potential candidate in pharmaceutical research, particularly in the development of new drugs. Its organoboron structure and cyclooctenyl group may offer unique properties that can be exploited in the design of novel therapeutic agents.
3. Used in Material Science:
1,3,2-Dioxaborolane, 2-(1-cycloocten-1-yl)-4,4,5,5-tetraMethylis used in the development of new materials with specific properties. Its organoboron core and cyclooctenyl group may contribute to the creation of materials with unique electronic, optical, or mechanical characteristics.
4. Used in Analytical Chemistry:
1,3,2-Dioxaborolane, 2-(1-cycloocten-1-yl)-4,4,5,5-tetraMethylis used as a reagent or a reference compound in analytical chemistry. Its distinct structure and properties may be employed in the development of new analytical methods or as a standard for comparison in various assays.
Note: The specific applications mentioned above are hypothetical and based on the general properties of organoboron compounds. The actual uses of 1,3,2-Dioxaborolane, 2-(1-cycloocten-1-yl)-4,4,5,5-tetraMethylmay vary and require further research and validation.

InChI:InChI=1/C14H25BO2/c1-13(2)14(3,4)17-15(16-13)12-10-8-6-5-7-9-11-12/h10H,5-9,11H2,1-4H3/b12-10+

Upstream product

• 28075-35-6 1-cyclooctenyl triflate 
• 73183-34-3 bis(pinacol)diborane 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 2567-85-3 cyclooctanone p-tolylsulfonylhydrazone 
• 931-88-4 cis-Cyclooctene 
• 931-88-4 1,2-cyclooctene 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 502-49-8 cycloactanone 
• 4103-11-1 1-bromocyclooctene 
• 1195-66-0 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 29974-69-4 1,2-dibromocyclooctane 
• 108-38-3 m-xylene 
• 95-47-6 o-xylene 
• 108-88-3 toluene 

Downstream Products

• 1445871-62-4 C₂₁H₂₃NO₂ 

Relevant academic research and scientific papers

Development and Mechanistic Studies of Iron-Catalyzed Construction of Csp2-B Bonds via C-O Bond Activation

Herein we describe an iron-catalyzed borylation of alkenyl and aryl carbamates through the activation of a C-O bond. This protocol exhibits high efficiency, a broad substrate scope, and the late-stage borylation of biorelevant compounds, thus providing potential applications in medicinal chemistry. Moreover, this method enables orthogonal transformations of phenol derivatives and also offers good opportunities for the synthesis of multisubstituted arenes. Preliminary mechanistic studies suggest that a FeII/FeIII catalytic cycle via a radical pathway might be involved in the reaction.

Copper-catalyzed tri- or tetrafunctionalization of alkenylboronic acids to prepare tetrahydrocarbazol-1-ones and indolo[2,3-a]carbazoles

We describe a cascade strategy for tri- or tetrafunctionalization of alkenylboronic acids to prepare diverse tetrahydrocarbazol-1-ones and indolo[2,3-a]carbazoles in good yields withN-hydroxybenzotriazin-4-one (HOOBT) and arylhydrazines as oxygen and nitrogen sources, respectively. Mechanistic studies reveal that the domino reaction undergoes the copper-catalyzed Chan-Lam reaction, [2,3]-rearrangement, nucleophilic substitution, oxidation and sequential [3,3]-rearrangement over five steps in a one-pot reaction. The reaction shows a broad substrate scope and tolerates a wide range of functional groups. More importantly, the reaction is easily performed at gram scales and the product is purified by simple extraction, washing, and recrystallization without flash column chromatography. The present protocol features easily available starting materials, high site-marked functionalization, five-step cascade in one pot, multiple C-C/C-O/C-N bond formation, and diversity of indole motifs.

PSiP-pincer type palladium-catalyzed dehydrogenative borylation of alkenes and 1,3-Dienes

Dehydrogenative borylation of alkenes and 1,3-dienes was realized by carrying out the reaction in the presence of bis(pinacolato)diboron (B2pin2) and a catalytic amount of PSiP-pincer palladium complex. This protocol has the following notable features. 1)

Interrupted fischer-indole intermediates via oxyarylation of alkenyl boronic acids

The oxyarylation of alkenyl boronic acids with N-arylbenzhydroxamic acids has been achieved under both copper-mediated and copper-catalyzed conditions to provide access to interrupted Fischer-indole intermediates. This transformation is believed to proceed through a copper-promoted C-O bond forming event followed by a [3,3] rearrangement. The scope of the method is described and mechanistic experiments are discussed.

Pushing the σ-donor strength in iridium pincer complexes: Bis(silylene) and bis(germylene) ligands are stronger donors than bis(phosphorus(III)) ligands

Breaking the donor limits: The remarkable coordination chemistry of ECHE (E=Si, Ge) ligands with Group-9 metals (Ir, Rh) and their application in catalytic C-H borylation of arenes was investigated. The spectroscopic and structural features of the first [ECE] iridium complexes show the stronger σ-donating properties of the divalent Si and Ge pincer ligands compared to analogous PIII-based ligands. Copyright

Efficient synthesis of diborylalkenes from alkenes and diboron by a new PSiP-pincer palladium-catalyzed dehydrogenative borylation

The efficient synthesis of various diborylalkenes such as 1,1-, trans-1,2-, and cyclic 1,2-diborylalkenes from alkenes and diboron was achieved for the first time. Selective preparation of di- and monoborylalkenes was also realized by the appropriate choi

Rhodium-catalyzed dehydrogenative borylation of cyclic alkenes

A rhodium-catalyzed dehydrogenative borylation of cyclic alkenes is described. This reaction provides direct access to cyclic 1-alkenylboronic acid pinacol esters, useful intermediates in organic synthesis. Suzuki-Miyaura cross-coupling applications are also presented. The Royal Society of Chemistry 2010.

SPIROCYCLIC GPR40 MODULATORS

The present invention provides compounds useful, for example, for treating metabolic disorders in a subject. Such compounds have the general formula IA, IB, I'A or I'B, where the definitions of the variables are provided herein. The present invention also

CONFORMATIONALLY CONSTRAINED CARBOXYLIC ACID DERIVATIVES USEFUL FOR TREATING METABOLIC DISORDERS

The present invention provides compounds useful, for example, for treating metabolic disorders in a subject. Such compounds have the general formula I or the general formula III: where the definitions of the variables are provided herein. The present invention also provides compositions that include, and methods for using, the compounds in preparing medicaments and for treating metabolic disorders such as, for example, type II diabetes.

Catalytic enantioselective allyl- and crotylboration of aldehydes using chiral diol·SnCl4 complexes. Optimization, substrate scope and mechanistic investigations

We report a novel class of C2-symmetric chiral diols derived from the hydrobenzoin skeleton. The combination of these diols with SnCl 4 under Yamamoto's concept of Lewis acid assisted Bronsted acidity (LBA catalysis) leads to high levels of asymmetric induction in the allylboration of aldehydes by commercially available allylboronic acid pinacol ester 1a. The corresponding homoallylic alcohol products of synthetically useful aliphatic aldehydes are obtained in excellent yields with up to 98:2 er. This combined acid manifold is also efficient in catalyzing the diastereo- and enantioselective crotylboration of aldehydes, thus providing the propionate units in >95:5 dr and up to 98:2 er. The X-ray crystal structure of the optimal diol·SnCl4 complex, Vivol (4m)·SnCl 4, unambiguously shows the Bronsted acidic character of this LBA catalyst and its highly dissymmetrical environment. Further controls have ruled out a possible boron transesterification mechanism with the chiral diol and point to LBA catalyst-derived activation of the pinacol allylic boronates 1. Due to slow dissociation of the diol·SnCl4 complex, a small excess of diol is required in order to suppress a competing racemic cycle catalyzed by free SnCl4.