127229-76-9Relevant academic research and scientific papers
Synthesis of 3-Ethyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one by Novel Palladium(II)-Catalyzed Cyclization and Ring-Closing Metathesis
Chavan, Subhash P.,Pathak, Ashok B.,Pawar, Kailash P.
, p. 955 - 960 (2015)
Synthesis of 3-ethyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one is described starting from commercially available allylamine and 4-methoxybenzylamine employing palladium-catalyzed cyclization or ring-closing metathesis as the key steps.
Synthesis of γ-Butyrolactams by the Palladium-Catalyzed Cyclization of N-Allylbromoacetamides
Yang, Shyh-Chyun,Shea, Fang-Rong
, p. 969 - 972 (2007/10/03)
N-Allylbromoacetamides undergo cyclizatlon to give γ-butyrolactams in the presence of palladium catalysts and a base. - Key words: Palladium-catalyzed cyclization; γ-Butyrolactam.
Reduction of five-membered α,β-unsaturated lactones and related compounds with the Ni2+/BH4- system
Abe,Fujisaki,Sumoto,Miyano
, p. 1167 - 1170 (2007/10/02)
The reductions of an α,β-unsaturated lactone (5) and lactam (7) with the Ni2+/BH4- system resulted in the formation of cis-hydrogenated products (8a and 9a) with high stereoselectivity. The cis products (8a and 9a) were ea
Synthesis and Reactions of α-Chloro-β,γ-unsaturated Esters. 1
Mathew, Jacob,Alink, Ben
, p. 3880 - 3886 (2007/10/02)
Four new α-chloro-β,γ-unsaturated esters were prepared in good yield by the reaction of hypochlorous acid with substituted ethyl 2-butenoates.Reaction of these substituted allylic chlorides with several nucleophiles has been investigated.Thiophenol in the presence of aqueous sodium hydroxide react with ethyl 2-chloro-3-methyl-3-butenoate (2) to give 6, whereas ethyl 2-chloro-2,3-dimethyl-3-butenoate (1) is unreactive.Tertiary allylic chlorides 1, 3 and 4 react with secondary amines to give exclusive abnormal SN2 reaction products.With benzylamine abnormal SN2 substitution is followed by cyclization to give 1-benzyl-3-pyrrolin-2-ones.While ethyl lithioacetate reacts with 1 to give acylation product 18, sodium diphenylmethide in liquid ammonia undergoes alkylation on the tertiary carbon possibly by an electron-transfer reaction pathway.Lithio-1,3-dithiane reacts with 1 to give 2,3-dimethyl-6,10-dithiaspirodec-2-en-1-one (20) via a two-step process, viz., acylation followed by anovel variation of the intramolecular abnormal SN2 reaction.Raney nickel desulfurization of 20 gave 2,3-dimethyl-2-cyclopenten-1-one.Synthetic and mechanistic implications of these results are discussed.
