7641-81-8

Upstream product

• 937-01-9 trimethyl(3-methylphenyl)stannane 
• 591-87-7 Allyl acetate 
• 20651-67-6 4-butyliodobenzene 
• 15499-27-1 4-n-butylchlorobenzene 
• 124-38-9 carbon dioxide 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 106-49-0 p-toluidine 
• 185416-14-2 4-(1-butyl)phenylmagnesium bromide 
• 118-93-4 o-hydroxyacetophenone 
• 17831-88-8 4-chloro-2H-1-benzopyran-2-one 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 107-18-6 allyl alcohol 
• 35466-83-2 allyl methyl carbonate 
• 25070-80-8 prop-2'-en-1'-yl cyclohexylcarbamate 

Relevant academic research and scientific papers

Pd-catalyzed chemo-selective mono-arylations and bis-arylations of functionalized 4-chlorocoumarins with triarylbismuths as threefold arylating reagents

Cross-coupling reactions of differently substituted 4-chlorocoumarins were studied under palladium catalysis using triarylbismuths as threefold arylating reagents. The high reactivity of 4-chlorocoumarins was demonstrated delivering mono- and bis-arylation products in a chemo-selective manner. The reaction conditions employed are simple, robust and the threefold coupling reactivity of triarylbismuth reagents was witnessed with good to high yields in 2-4 h conditions. The utility of the methodology was explored in the synthesis of a few natural occurring neoflavones (3.27-3.30). In addition, the 4-arylcoumarin 3.1 product is a useful precursor for the preparation of (R)-tolterodine.

Nickel-catalyzed synthesis of diarylamines via oxidatively induced C-N bond formation at room temperature

A nickel-catalyzed oxidative coupling of zinc amides with organomagnesium compounds selectively produces diarylamines under mild reaction conditions, with tolerance for chloride, bromide, hydroxyl, ester, and ketone groups. A diamine is bis-monoarylated. A bromoaniline undergoes N-arylation followed by Kumada-Tamao-Corriu coupling in one pot. The reaction may proceed via oxidatively induced reductive elimination of a nickel species.

Nickel-catalyzed carboxylation of aryl and vinyl chlorides employing carbon dioxide

Nickel-catalyzed carboxylation of aryl and vinyl chlorides employing carbon dioxide has been developed. The reactions proceeded under a CO2 pressure of 1 atm at room temperature in the presence of nickel catalysts and Mn powder as a reducing agent. Various aryl chlorides could be converted to the corresponding carboxylic acid in good to high yields. Furthermore, vinyl chlorides were successfully carboxylated with CO2. Mechanistic study suggests that Ni(I) species is involved in the catalytic cycle.

Inter- and intramolecular palladium-catalyzed allyl cross-coupling reactions using allylindium generated in situ from allyl acetates, indium, and indium trichloride

Inter- and intramolecular palladium-catalyzed ally! cross-coupling reactions using allylindium generated in situ by treatment of allyl acetates with indium and indium trichloride in the presence of Pd0 catalyst and nBuNMe2 in DMF were successfully demonstrated. Allylindium species generated in situ by reductive transmetalation of π- allylpalladium(II) complexes, obtained from a variety of allyl acetales in the presence of Pd0 catalyst together with indium and indium trichloride, were found to be capable of acting as effective nucleophilic coupling partners in Pd-catalyzed cross-coupling reactions. A variety of allyl acetates such as but-l-en-3-yl acetate, crotyl acetate, and 2-methylallyl acetate afforded the corresponding allylic compounds in good yields in cross-coupling reactions. Various electrophilic cross-coupling partners such as aryl iodides and vinyl bromides and triflates participate in these reactions. Not only intermolecular but also intramolecular Pd-catalyzed cross-coupling reactions work equally well to produce the desired allylic coupling products in good yields.

Palladium-indium-indium(III) chloride-mediated allyl cross-coupling reactions using allyl acetates

Allylindiums in situ generated by reductive transmetalation of π-allylpalladium(II) complexes, obtained from allyl acetates and palladium(0) catalyst, with indium and indium(III) chloride are effective nucleophilic cross-coupling partners in Pd-catalyzed allyl cross-coupling reactions with a variety of electrophilic cross-coupling partners.

Palladium-catalysed reaction of arenediazonium salts with organotin compounds in an aqueous medium

Arenediazonium chlorides and hydrogen sulfates react with tetramethyltin in aqueous acetonitrile in the presence of catalystic amounts of palladium acetate and give high yields of substituted toluenes (the corresponding products).In reaction with the aryltrimethyl derivatives of tin, biphenyls, which are the homocoupling products, are formed in addition to the cross-coupling products.