1192765-29-9

Usage

Uses

Used in Pharmaceutical Industry:
4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)phenol is used as a reagent for the preparation of 3-hydroxy-5-arylisothiazole derivatives, which are known as GPR40 agonists. These agonists play a crucial role in the treatment of type 2 diabetes by modulating glucose homeostasis and insulin secretion. The compound's unique structure allows for the efficient synthesis of these therapeutically relevant molecules, making it a valuable asset in the development of novel treatments for diabetes.

Upstream product

• 668987-38-0 5,5-dimethyl-1,3,2-dioxaborinane 
• 106-48-9 4-chloro-phenol 
• 71597-85-8 (p-hydroxyphenyl)boronic acid 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 540-38-5 p-Iodophenol 
• 201733-56-4 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane 

Downstream Products

• 1312786-97-2 5-(4-((3-(6-(3-hydroxy-3-methylbutoxy)-4-methylpyridin-3-yl)-2-methylphenyl)methoxy)phenyl)isothiazol-3-ol 1-oxide 
• 1312788-48-9 4-(5-(3-((4-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)phenoxy)methyl)-2-methylphenyl)-4-methylpyridin-2-yloxy)-2-methylbutan-2-ol 

Relevant academic research and scientific papers

Nickel-Catalyzed Stereoselective Diarylation of Alkenylarenes

A three-component coupling of aryl bromides, arylboron reagents, and alkenylarenes is presented. The method tolerates a variety of substitution patterns on all of the components. In particular, 1,2-disubstituted alkenylarenes are suitable and undergo highly diastereoselective diarylation.

METHOD FOR PREPARING PHENYLBORONIC ACID NEOPENTYL GLYCOL ESTER

The present invention discloses a method for preparing a phenylboronic acid neopentyl glycol ester. A mixed nickel(II) complex with a formula of Ni[P(OR1)3][(R2NCH2CH2NR2)C]X2 is used as a catalyst. The method comprises: in the presence of potassium methoxide, efficiently catalyze a cross coupling reaction between a phenyl chloride and a bis(neopentyl glycolato)-diboron to prepare a phenylboronic acid neopentyl glycol ester. The invention provides the first embodiment of using a mixed nickel(II) complex with phosphonate ester and nitrogen heterocyclic carbene ancillary ligands to catalyze a cross coupling reaction.

Method for preparing arylboronic acid neopentyl glycol ester

The invention discloses a method for preparing arylboronic acid neopentyl glycol ester.The method includes the steps that a mixed-type nickel (II) complex with Ni(P(OR1)3)((R2NCH2CH2NR2)C)X2 as the chemical formula serves as a catalyst, and a cross coupling reaction of phenyl chlorine substitutes and bis(neopentyl glycolato) diboron is efficiently catalyzed in potassium methoxide to prepare the arylboronic acid neopentyl glycol ester.The method is the first case that the mixed-type nickel (II) complex catalyzes the cross coupling reaction with phosphite ester and n-heterocyclic carbine as auxiliary ligands.

Efficient metal-free photochemical borylation of aryl halides under batch and continuous-flow conditions

A rapid, chemoselective and metal-free C-B bond-forming reaction of aryl iodides and bromides in aqueous solution at low temperatures was discovered. This reaction is amenable to batch and continuous-flow conditions and shows exceptional functional group tolerance and broad substrate scope regarding both the aryl halide and the borylating reagent. Initial mechanistic experiments indicated a photolytically generated aryl radical as the key intermediate.

Iron catalysis and water: A synergy for refunctionalization of boron

A new catalytic system has been optimized to promote the conversion of boron species into others. FeCl3 associated with imidazole and water favors boron refunctionalization under mild conditions. Georg Thieme Verlag Stuttgart New York.

NOVEL 3-HYDROXY-5-ARYLISOTHIAZOLE DERIVATIVE

[Problem] To provide a GPR40 activating agent having, as an active ingredient, a novel compound having a GPR40 agonist action, a salt of the compound, a solvate of the salt or the compound, or the like, particularly, an insulin secretagogue and a prophylactic and/or therapeutic agent against diabetes, obesity, or other diseases. [Means of solving the problem] A compound of Formula (I): (where n is 0 to 2; p is 0 to 4; j is 0 to 3; k is 0 to 2; a ring A is an aryl group which is optionally substituted with L or a heterocyclic group which is optionally substituted with L; a ring B is a benzene ring, a pyridine ring, or a pyrimidine ring; X is O, S, —NR7—; and R1 to R7 are specific groups), a salt of the compound, or a solvate of the salt or the compound.

Neopentylglycolborylation of aryl chlorides catalyzed by the mixed ligand system NiCl2(dppp)/dppf

The mixed ligand system 10 mol % NICl2(dppp) with 5 mol % dppf was discovered to be an extremely efficient catalyst for the neopentylglycolborylation of a diversity of electron-rich and electron-deficient aryl chlorides. Optimization showed tha