234111-09-2

Upstream product

• 626-05-1 2,6-Dibromopyridine 
• 100-52-7 benzaldehyde 
• 866029-40-5 C₅H₃BrClMgN 

Downstream Products

• 31796-72-2 phenyl(2-pyridinyl)methanol 
• 80100-17-0 (6-bromopyridin-2-yl)(phenyl)methanone 
• 867279-67-2 (R)-(6-bromopyridin-2-yl)(phenyl)methanol 
• 854753-09-6 6-benzyl-2-pyridinecarbaldehyde 
• 59880-64-7 2-benzyl-6-bromopyridine 
• 867279-72-9 (1S,4R)-4,7,7-Trimethyl-3-oxo-2-oxa-bicyclo[2.2.1]heptane-1-carboxylic acid (R)-(6-bromo-pyridin-2-yl)-phenyl-methyl ester 
• 1531633-61-0 [2,2'-bipyridine]-6,6'-diylbis(phenylmethanol) 

Relevant academic research and scientific papers

Tetradentate Gold(III) Complexes as Thermally Activated Delayed Fluorescence (TADF) Emitters: Microwave-Assisted Synthesis and High-Performance OLEDs with Long Operational Lifetime

Structurally robust tetradentate gold(III)-emitters have potent material applications but are rare and unprecedented for those displaying thermally activated delayed fluorescence (TADF). Herein, a novel synthetic route leading to the preparation of highly

Superelectrophilic carbocations: Preparation and reactions of a substrate with six ionizable groups

A substrate has been prepared having two triarylmethanol centers and four pyridine-type substituent groups. Upon ionization in the Br?nsted superacid CF3SO3H, the substrate undergoes two types of reactions. In the presence of only the superacid, the highl

Regiospecific Acylation of Cycloplatinated Complexes: Scope, Limitations, and Mechanistic Implications

A series of platinum complexes based on the tridentate cyclometalating ligand derivatives 6-arylamino-2,2′-bipyridine, 6-phenoxy-2,2′-bipyridine, 6-phenylthio-2,2′-bipyridine, 6-benzyl-2,2′-bipyridine, and 6-benzoyl-2,2′-bipyridine were synthesized, and their acylation reactions were studied. Acylation of platinum complexes based on 6-(4-R-phenylamino)-2,2′-bipyridine derivatives (R = CH3O, CH3, Cl, COOEt) tolerates both electron-donating and electron-withdrawing substituents on the aryl ring that are para to the amino group. However, platinum complexes based on 6-(3-R′-phenylamino)-2,2′-bipyridine (R′ = CH3, Cl, Br) did not undergo the acylation reaction under the same conditions. Interestingly, the acylation of the platinum complexes based on 6-(3-fluorophenylamino)-2,2′-bipyridine proceeded smoothly, and the results indicate that the acylation is regiospecific and occurs at the metalated carbon. Complexes based on 6-phenoxy-2,2′-bipyridine, 6-phenylthio-2,2′-bipyridine, and 6-benzyl-2,2′-bipyridine are also regioselectively acylated. A cyclometalated platinum complex based on 6-benzoyl-2,2′-bipyridine, where the benzene is more electron deficient than those in other cyclometalated platinum complexes, failed to undergo the acylation reaction. The acylation can be carried out in acetic acid, 1,2-dichloroethane, benzonitrile, and acetonitrile. Other acyl halides such as benzoyl chloride and crotonyl chloride are also effective acylating reagents. On the basis of the fact that the reaction is discouraged by the electron deficiency of the phenyl ring and contrasting results of the acylation of platinum complexes based on 6-(3-R′-phenylamino)-2,2′-bipyridine (R′ = CH3, F, Cl, Br), an unprecedented electrophilic addition-platinum migration-rearomatization cascade mechanism is proposed for the regiospecific acylation reaction.

Generation and reactions of pyridyllithiums via Br/li exchange reactions using continuous flow microreactor systems

A continuous flow microreactor method for generating and carrying out reactions on pyridyllithiums has been developed based on Br/Li exchange reactions of bromopyridines and dibromopyridines. The reactions can be carried out without using cryogenic conditions by virtue of short residence times and efficient heat transfer, while very low temperatures such as-78 or-110°C are required for conventional batch macro methods. Moreover, sequential introduction of two different electrophiles has been successfully achieved using dibromopyridines in an integrated flow microreactor system composed of four micromixers and four microtube reactors.

Flow microreactor synthesis of disubstituted pyridines from dibromopyridines via Br/Li exchange without using cryogenic conditions

A flow microreactor method for the synthesis of disubstituted pyridines by generation of pyridyllithiums followed by reactions with electrophiles has been developed. By using a short residence time and efficient temperature control, the cryogenic conditions required for conventional batch macro processes can be avoided. Sequential introduction of two different electrophiles into dibromopyridines has been achieved using an integrated flow microreactor system composed of four micromixers and four microtube reactors, to obtain disubstituted pyridine compounds.

Method of preparing organomagnesium compounds

The present invention is directed to a reagent for use in the preparation of organomagnesium compounds as well as to a method of preparing such organomagnesium compounds. The present invention furthermore provides a method of preparing functionalized or unfunctionalized organic compounds as well as the use of the reagents of the present invention in the preparation of organometallic compounds and their reaction with electrophiles. Finally, the present invention is directed to the use of lithium salts - LiY in the preparation of organometallic compounds and their reactions with electrophiles and to an organometallic compound which is obtainable by the disclosed method.

A LiCl-mediated Br/Mg exchange reaction for the preparation of functionalized aryl- and heteroarylmagnesium compounds from organic bromides

A wide range of aryl and heteroaryl bromides, which are usually sluggish in exchange reactions, are readily converted into the corresponding Grignard reagents by means of a Br/Mg exchange reaction triggered by iPrMgCl·LiCl (see scheme). These Grignard intermediates react with electrophiles in good yields.

Preparation of new polyfunctional magnesiated heterocycles using a chlorine-, bromine-, or iodine-magnesium exchange

The reaction of heteroaryl iodides with i-PrMgBr (ca. 1.0 equiv) in THF provides the corresponding magnesiated heterocycles. Functional groups such as an ester, cyano, or chloride functions are tolerated in these new Grignard reagents if the exchange can be performed below -20 °C. This is the case for all heterocycles bearing electron-withdrawing groups or chelating functions facilitating the iodine-magnesium exchange. In many cases, the exchange can be extended to heteroaryl bromides, and a case of a chlorine-magnesium exchange is described with tetrachlorothiophene. This new preparation of functionalized heteroarylmagnesium compounds provides after reaction with various electrophiles a new entry to a broad range of polyfunctional pyridines, imidazoles, furanes, thiophenes, pyrroles, antipyrines, and uracil derivatives. The application of the halogenmagnesium exchange in the solid phase allows the performance of solid-phase synthesis, with potential applications for combinatorial chemistry.

New syntheses of substituted pyridines via bromine-magnesium exchange

Bromine-magnesium exchange using iPrMgCl in THF at room temperature on 2-, 3- and 4-bromopyridines allowed the synthesis of various functionalized pyridines. The methodology was successfully used for the synthesis of 4- azaxanthone. Moreover, single exchange reactions observed on 2,6-, 3,5-, 2,3- and 2,5-dibromopyridines, with complete regioselectivity in the case of 2,3- and 2,5-dibromopyridines, afforded substituted bromopyridines, which were then involved in a second exchange step to provide difunctionalized pyridines. (C) 2000 Elsevier Science Ltd.

Pyridylmagnesium chlorides from bromo and dibromopyridines by bromine- magnesium exchange: A convenient access to functionalized pyridines

Various bromopyridines were converted to the corresponding pyridylmagnesium chlorides at room temperature by treatment with iPrMgCl. The resulting Grignard reagents were quenched by various electrophiles to afford functionalized pyridines. The bromine-magnesium exchange of some dibromopyridines was also studied.