91989-84-3

Upstream product

• 91989-79-6 N-Allyl-N-benzyl-2,2,2-trichloroacetamide 
• 100-44-7 benzyl chloride 
• 4383-22-6 Allylbenzylamine 

Downstream Products

• 61213-19-2 N-benzyl-3-chloro-4-chloromethyl-pyrrolidin-2-one 

Relevant academic research and scientific papers

A cationic diruthenium amidinate, [(η5-C5Me 5)Ru(μ2-i-PrN=C(Me)Ni-Pr)Ru(η5-C 5Me5)]+, as an efficient catalyst for the atom-transfer radical reactions

A cationic diruthenium amidinate, [(η5-C5Me 5)Ru(μ2-i-PrN=C(Me)Ni-Pr)Ru(η5-C 5Me5)]+, is generated by treatment of (η5-C5Me5)Ru(μ

A Novel Preparative Method for γ-Butyrolactams via Carbon-Carbon Bond Formation: Copper or Ruthenium-catalysed Cyclization of N-Allyl Trichloroacetamides

Trichlorinated γ-butyrolactams are formed by copper or ruthenium-catalysed cyclization of N-allyl trichloroacetamides.

Efficient and green route to γ-lactams by copper-catalysed reversed atom transfer radical cyclisation of α-polychloro-N-allylamides, using a low load of metal (0.5 mol%)

The cyclisation of N-allyl-N-substituted-α-polychloroamides is efficiently obtained through a copper-catalysed activators regenerated by electron transfer-atom transfer radical cyclisation process, with a metal load of only 0.5 mol%. The redox catalyst is

Catalytic atom-transfer radical cyclization by copper/bipyridine species encapsulated in polysiloxane gel

Novel polysiloxane gel, in which CuCl/bipyridine species are immobilized, is prepared by treatment of polymethylhydrosiloxane with 4,4′-bis[(2- propenyl)oxy]-2,2′-bipyridine and 1,5-hexadine in the presence of Karstedt′s catalyst followed by addition of CuCl. This polysiloxane gel acts as a reusable catalyst in the atom-transfer radical cyclization of α-halogenated acetamide derivatives in high turnover numbers without allowing leakage of the metal species.

Atom-transfer radical reactions catalyzed by a coordinatively unsaturated diruthenium amidinate, [(η5-C5Me5) Ru(μ2-i-PrNC(Me)Ni-Pr)Ru(η5-C5Me 5)]+

Atom-transfer radical cyclization (ATRC) and addition (ATRA) catalyzed by a coordinatively unsaturated diruthenium amidinate complex 4, [(η5-C5Me5)Ru(μ2-i-PrNC(Me) Ni-Pr)Ru(η5-C5Me5/s

Organoruthenium(II) and (III) amidinates, (η5-C5Me5)Ru(η-amidinate) and (η5-C5Me5)RuCl(η-amidinate), as unique redox catalysts for the intramolecular Kharasch reactions: Facile access to a pyrrolizidine alkaloid skeleton under mild c

A novel organoruthenium amidinate, (η5-C5Me5)RuCl(η-(i-Pr)N=C(Me)N(i-Pr)) (2), has been prepared by oxidation of organoruthenium amidinate, (η5-C5Me5)Ru(η-(iPr)N=C-Me)N(i-Pr)) (1), by organic chlorides; both 1 and 2 are found to be g

Atom transfer radical cyclisations of activated and unactivated N-allylhaloacetamides and N-homoallylhaloacetamides using chiral and non-chiral copper complexes

Activated N-tosyl-2,2,2-trichloroacetamide 6a, N-benzyl-2,2,2-trichloroacetamide 6d, 2,2-dichloroacetamides 6b-c and 6e-f and 2-monohaloacetamides lla-g undergo efficient 5-exo atom transfer radical cyclisations at room temperature mediated by CuCl or CuBr in the presence of tris(N,N-dimethylaminoethylene)amine 3 (trien-Me6). The efficiency and stereoselectivity of these cyclisations was found to be greater than existing published atom transfer procedures based upon CuCl(bipyridine), RuCl2(PPh3)3 and CuCl(TMEDA)2. The product distribution for the cyclisation onto alkyne 11g was found to be solvent dependent. Attempts to make larger ring sizes by endo cyclisation of N-tosylacetamides 19a-c led to a competing 5-exo ipso aromatic substitution into the N-tosyl group followed by re-aromatisation and loss of SO2 to furnish an amidyl radical. Cyclisation of N-homoallylacetamides 25a-d proceeded smoothly to give δ-lactams with a range of catalysts based upon ligands 2 and 26. The stereoselectivity of cyclisation to give γ lactams could be somewhat influenced by using chiral enantiopure copper complexes 28-30 suggesting that the reactions may involve metal-complexed radicals.

Influence of copper(II) acetate on Ni/AcOH-promoted 5-endo and 5-exo radical cyclisations of trichloroacetamides

Incorporation of Cu(OAc)2 as oxidant in Ni/AcOH-promoted 5-endo radical cyclisations of N-alkenyl-trichloroacetamides allows an interesting control of the oxidation level of the products, as illustrated by the conversion of 3 into either 4 or 5. In addition, allylic trichloroacetamides 13a-f under the same conditions underwent a 5-exo radical cyclisation-oxidation sequence leading to unsaturated hydroindolones, which represent valuable synthetic intermediates.

Halogen atom transfer radical cyclization of N-allyl-N-benzyl-2,2-dihaloamides to 2-pyrrolidinones, promoted by Fe0-FeCl3 or CuCl-TMEDA

The halogen atom transfer radical cyclization of a N-allyl-N-benzyl-2,2-dihaloamides to 2-pyrrolidinones has been carried out in high yields under mild conditions, in a reaction promoted by CuCl-TMEDA or Fe0-FeCl3 in acetonitrile or N,N-dimethylformamide, respectively.