6946-94-7

Upstream product

• 123-76-2 levulinic acid 
• 109-89-7 diethylamine 
• 60700-15-4 3-acetyl-(3H,5H)-tetrahydrothiophene-2,4-dione 
• 121-44-8 triethylamine 
• 78-94-4 methyl vinyl ketone 
• 88-10-8 N,N-diethylcarbamyl chloride 
• 78258-15-8 N,N-diethyl-2-iodoacetamide 
• 201230-82-2 carbon monoxide 

Relevant academic research and scientific papers

From alkenylsilanes to ketones with air as the oxidant

Air and water are required for a tandem intermolecular radical addition-oxidation sequence that converts alkenylsilanes into a variety of ketones. The reaction of 2-silyl1-alkenes with various carbon-centered radicals (see scheme) provides carbonyl compounds in good yields, This process represents a novel oxidative transformation of organosilicon compounds with molecular oxygen as the oxidant. R3Si = MePh2Si, Me2PhSi, R1 = Me, Ph, CO2Me, SiMe2Ph, R2 = CH2COR′ (R′ = OBn, NEt2, OnBu, Ph), C6F13.

Synthesis and structural characterization of Group 4 metallocene complexes that contain remote carboxamide functionalities at their Cp-side chains

Treatment of the levulinic acid amides CH3COCH2CH2CONR2 7 [-NR2 = NMe2 (a), NEt2 (b), pyrrolidino (c)] with cyclopentadiene in the presence of excess pyrrolidine gave the corresponding pentafulvene derivatives 8(a-c). Their subsequent reaction with [Me2CuLi] followed by hydrolysis furnished the corresponding C-methylated cyclopentadienes 9(a-c), each obtained as a mixture of isomers (9-A and 9-B). Deprotonation of the cyclopentadiene units in these compounds was achieved by treatment with lithium diisopropylamide (LDA) to yield the substituted lithium cyclopentadienide reagents [(C5H4)-CMe2CH2CH2CONR 2]Li (10a-c), that were resistant to intramolecular cyclization under the applied reaction conditions. The transmetalation reaction of 10a with FeCl2 furnished the ferrocene derivative [(C5H4)-CMe2CH2CH2CONMe 2]2Fe (11a). Treatment of 10a-c with CpTiCl3 gave the Group 4 bent metallocene complexes Cp[(C5H4)-CMe2CH2CH2CONR 2]TiCl2 (12a-c). Similarly, the reaction of 10b with CpZrCl3 led to formation of the complex Cp[(C5H4)CMe2CH2CH2CONEt 2]ZrCl2 (13b). Treatment of 12a with Meerwein's reagent [(Et3O+)(BF4-)] resulted in chloride abstraction with formation of the metallocene cation complex 16 (with BF4- anion), in which, contrary to the 16-electron systems 12 and 13, the carboxamido oxygen atom intramolecularly coordinates to the electron deficient Group 4 metal cation. The organic reagents 8a and 9a as well as the transition metal complexes 11a, 13b, and 16[BF4-] were characterized by X-ray crystal structure analyses.

Carbmoyllithiums. A Novel Method for Generation by Lithium-Tellurium Exchange Reaction

Reaction of Te-butyl carbamotelluroates with butyllithium at low temperatures resulted in efficient transmetallation to give corresponding carbamoyllithiums.A convenient one-pot procedure for nucleophilic carbamoylation using carbamoyl halides has been developed as an application of this reaction.