159087-46-4

Usage

Uses

Used in Organic Synthesis:
triMethyl((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)ethynyl)silane is used as a reagent in organic synthesis for its high reactivity, which is instrumental in cross-coupling reactions that form essential carbon-carbon and carbon-heteroatom bonds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, triMethyl((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)ethynyl)silane is utilized as a key intermediate in the synthesis of various drugs, contributing to the development of new medicinal compounds.
Used in Agrochemical Development:
triMethyl((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)ethynyl)silane also finds application in the agrochemical sector, where it is employed in the synthesis of pesticides and other agrochemical products, enhancing crop protection and yield.
Used in Materials Science:
triMethyl((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)ethynyl)silane is used as a component in the development of functionalized organic molecules and polymers within the field of materials science, contributing to advancements in material properties and applications.
Overall, triMethyl((4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)ethynyl)silane is a versatile compound with a broad spectrum of applications across different industries, including organic synthesis, pharmaceuticals, agrochemicals, and materials science.

Upstream product

• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1066-54-2 trimethylsilylacetylene 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 347389-74-6 2-ethynyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane 
• 25015-63-8 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane 
• 73183-34-3 bis(pinacol)diborane 
• 14630-40-1 Bis(trimethylsilyl)ethyne 

Relevant academic research and scientific papers

Stereocontrolled synthesis of 1,2- and 1,3-diamine building blocks from aziridine aldehyde dimers

Vicinal aziridine-containing diamines have been obtained with high syn-stereoselectivity from readily available aziridine aldehyde dimers in the Petasis borono-Mannich reaction. Subsequent solvent- and/or nucleophile- dependent ring-opening of the aziridine ring yields functionalized 1,2- and 1,3-diamines with high regioselectivity. The ring opening is also influenced by the substitution at the C3 position of the aziridine. A mechanistic rationale for the highly syn-selective three-component reaction is proposed.

Copper-Catalyzed Alkynylation of Benzylic C-H Bonds with Alkynylboronic Esters

We report a simple method for copper-catalyzed benzylic C-H alkynylation that uses alkynylboronic esters as nucleophilic coupling partners. The catalytic system is readily available and the reaction takes place under mild conditions. Different substrates for the C-H functionalization, as well as various alkynylboronic ester nucleophiles, were evaluated. Finally, three examples of enantioselective C-H alkynylations are presented.

Monosubstituted 3,3-Difluorocyclopropenes as Bench-Stable Reagents: Scope and Limitations

A general approach to gem-difluorocyclopropenes synthesis based on the reaction of alkynes with Ruppert-Prakash reagent is reported. The proposed method is evaluated for the synthesis of a wide difluorocyclopropenes scope based on their bench lifespan and hydrolytic stability. The tolerance of the method for common functional groups was shown. Previously unavailable difluorocyclopropenes substituted with aliphatic were prepared using the proposed procedure. The retain of stability was proven by the multigram scale synthesis and further storage in the temperature interval ?78 to ?4 °C over a year. This makes them attractive building blocks and intermediates for organic synthesis. The reasons for dropping stability were defined. The relations between the structure of the substituents and the stability of the difluorocyclopropene ring were determined and discussed.

Aluminium-Catalyzed C(sp)?H Borylation of Alkynes

Historically used in stoichiometric hydroalumination chemistry, recent advances have transformed aluminium hydrides into versatile catalysts for the hydroboration of unsaturated multiple bonds. This catalytic ability is founded on the defining reactivity of aluminium hydrides with alkynes and alkenes: 1,2-hydroalumination of the unsaturated π-system. This manuscript reports the aluminium hydride catalyzed dehydroborylation of terminal alkynes. A tethered intramolecular amine ligand controls reactivity at the aluminium hydride centre, switching off hydroalumination and instead enabling selective reactions at the alkyne C?H σ-bond. Chemoselective C?H borylation was observed across a series of aryl- and alkyl-substituted alkynes (21 examples). On the basis of kinetic and density functional theory studies, a mechanism in which C?H borylation proceeds by σ-bond metathesis between pinacolborane (HBpin) and alkynyl aluminium intermediates is proposed.

Method for removing hydroboration of aluminum chloride catalytic terminal group alkyne

The invention discloses a hydroboration method of an aluminum chloride catalytic terminal group alkyne, and belongs to the technical field of boronation of terminal alkynes. To the method, the terminal group alkyne is added into the aluminum chloride with

ZnBr2-Catalyzed Dehydrogenative Borylation of Terminal Alkynes

The simple, commercially available ZnBr2 has been successfully employed as a highly efficient and chemoselective catalyst for the dehydrogenative borylation of terminal alkynes with HBpin under mild conditions. It shows a good tolerance toward various functional groups such as aryl, alkyl, heteroaryl, etc. The plausible reaction mechanism has been investigated based on the corresponding stoichiometric experiments and DFT calculations.

Ni-Catalyzed Cyclization of Enynes and Alkynylboronates: Atom-Economical Synthesis of Boryl-1,4-dienes

We report a novel atom-economical Ni-catalyzed cyclization reaction of enynes with alkynylboronates. The reaction employs a non-expensive Ni salt, a phosphine-based ligand and easy-handling alkynylboronates as boron–carbon source. The reaction provides co

Iron-Catalyzed Dehydrogenative Borylation of Terminal Alkynes

The catalytic system based on Fe(OTf)2 (2.5 mol%) and DABCO (1 mol%) selectively promotes the dehydrogenative borylation of both aromatic and aliphatic terminal alkynes to afford alkynylboronate derivatives in the presence of 1 equiv. of pinaco

SUBSTITUTED BICYCLIC COMPOUNDS AS BROMODOMAIN INHIBITORS

The present disclosure relates to substituted bicyclic compounds, which are useful for inhibition of BET protein function by binding to bromodomains, and their use in therapy.

BICYCLIC HETEROCYCLIC DERIVATIVES AS BROMODOMAIN INHIBITORS

The present disclosure provides bicyclic heterocyclic derivatives of formula (I), which may be therapeutically useful, more particularly as bromodomain inhibitors; (I), in which R1, R2, R3, R4, L1, L2, Cy1, Cy2, X, n, and dotted line have the same meaning given in the specification, and pharmaceutically acceptable salts or pharmaceutically acceptable stereoisomers thereof that are useful in the treatment and prevention of diseases or disorders, in particular their use in diseases or disorders associated as bromodomain inhibitors. The present disclosure also provides preparation of compounds and pharmaceutical formulations comprising at least one of bicyclic heterocyclic derivatives of formula (I), together with a pharmaceutically acceptable carrier, diluent, or excipient.