63065-68-9

Upstream product

• 104-82-5 4-Methylbenzyl chloride 
• 626-55-1 3-Bromopyridine 
• 3731-52-0 3-Aminomethylpyridine 
• 5720-05-8 4-methylphenylboronic acid 
• 195062-57-8 p-tolylboronic pinacol ester 
• 104-87-0 4-methyl-benzaldehyde 
• 29173-25-9 1,4-bis(trimethylsilyl)-1-aza-2,5-cyclohexadiene 
• 110-86-1 pyridine 
• 626-60-8 3-Chloropyridine 

Relevant academic research and scientific papers

Transforming Benzylic Amines into Diarylmethanes: Cross-Couplings of Benzylic Pyridinium Salts via C-N Bond Activation

A nickel-catalyzed cross-coupling of benzylic pyridinium salts with arylboronic acids was developed. Coupled with chemoselective pyridinium formation, this method allows benzyl primary amines to be efficiently converted to di(hetero)arylmethanes. Excellent heteroaryl and functional group tolerance is observed, and a one-pot procedure enables benzylic amines to be converted to diarylmethanes directly.

Synthesis of heteroaryl compounds through cross-coupling reaction of aryl bromides or benzyl halides with thienyl and pyridyl aluminum reagents

An efficient method for synthesis of useful biaryl building blocks containing 2-thienyl, 3-thienyl, 2-pyridyl, and 3-pyridyl moieties was provided through cross-coupling reactions of aryl bromides or benzyl halides with heteroaryl aluminum reagents in the presence of Pd(OAc)2 and (o-tolyl)3P. The coupling reaction also worked efficiently with heteroaryl bromides affording series of heterobiaryl compounds. The reaction of phenylbromide with in situ prepared 3-pyridyl aluminum was demonstrated to afford the product 8a in high yield. Additionally, the catalytic system was also suited well for the coupling reaction of benzyl halides with pyridyl aluminum reagents to afford series of pyridyl-arylmethane.

Reactions of 1,4-Bis(trimethylsilyl)-1,4-dihydropyridines with Carbonyl Compounds: A New Method for Regioselective Synthesis of 3-Alkylpyridines

A new method for the alkyl group introduction at the 3-position of pyridines is described: Reductive disilylation of pyridine, its 2-methyl, 3-methyl, and 4-methyl derivatives affords the corresponding 1,4-disilyl-1,4-dihydropyridines.Tn the presence of a catalytic amount of tetrabutylammonium fluoride, these dihydropyridines smoothly react with a variety of aldehydes and ketones to give 3-alkylpyridines.

REGIOSELECTIVE ALKYL GROUP INTRODUCTION AT THE 3-POSITION OF PYRIDINE VIA 1,4-BIS(TRIMETHYLSILYL)-1,4-DIHYDROPYRIDINE

The reaction of 1,4-bis(trimethylsilyl)-1,4-dihydropyridine with aldehydes and ketones in the presence of tetrabutylammonium fluoride offers a convenient method for the preparation of 3-alkylpyridines.

Reagents from phenolic and 8-hydroxyquinolinic aldehyde oximes

A process for producing reagents useful in organic synthesis, for removing metal values from solutions thereof, for the capture of aldehydes, of the general formula STR1 wherein Z designates a recurring part (CH2 --CH--CH2) of a polymeric backbone of a polymer like polystyrene, of a copolymer comprising polystyrene and divinylbenzene, and butadiene, or other copolymers comprising styrene moieties; or wherein Z is the aliphatic moiety of a long-chain aralkyl compound having a terminal aryl group; or wherein Z designates alkyl; corresponding compounds wherein instead of the optionally substituted phenyl group there is present an optionally substituted naphthyl group; wherein n is an integer of from 1 to 15, and wherein Q designates a group selected from: STR2 wherein R designates --H, lower alkyl, aryl, which may be substituted and wherein R designates --H, alkyl, aryl, halogen, nitro or carboxy, or STR3 wherein R is --H, lower alkyl, aryl (which may be substituted), R1 is --H, alkyl, aryl (which may be substituted), R2 is --H, alkyl, aryl or substituted aryl, and wherein Y is --H or a non-interferring substituent, which comprises chemically binding an activated chemical moiety to a group STR4 or a corresponding naphthyl-containing group, wherein Z is as defined above, according to the reaction scheme: STR5 wherein Q is as defined above, or a functional group which can be converted to such group after the chemical bonding; and X is --Cl or --Br.