42855-59-4Relevant academic research and scientific papers
Scalable Synthesis of 3-Ethyl-4-methyl-1,5-dihydro-2 H -pyrrol-2-one: An Important Building Block of the Antidiabetic Drug Glimepiride
Chavan, Subhash P.,Pawar, Ambaji A.,Patil, Niteen B.,Kadam, Appasaheb L.,Shinde, Shrikrishna S.
, p. 3480 - 3484 (2020/09/15)
A four-step, practical, and easily scalable synthesis of 3-ethyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one, an important building block of the antidiabetic drug glimepiride, has been accomplished. Key features are the synthesis of 3-methyl-4-hydroxy-2-butenolide in water and triflic acid mediated N-benzyl lactam N-deprotection. The main advantages of this process are the scalable synthetic route and decreased number of reaction steps, which paves the way for the industrial-scale synthesis of 3-ethyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one.
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.
New Synthesis of Nitrogen Heterocycles through Amide-Directed Hydrocarbonylation of Alkenamides Catalyzed by Rhodium Complexes
Ojima, Iwao,Korda, Anna,Shay, William R.
, p. 2024 - 2030 (2007/10/02)
Amide-directed hydrocarbonylation of 3-butenamide (1) catalyzed by rhodium complexes such as RhCl(PPh3)3, RhCl(CO)(PPh3)2, HRh(CO)(PPh3)3, and Rh4(CO)12 gives a mixture of 3,4-dihydro-2-pyridone (2), 4-methyl-3-pyrrolin-2-one (3), and a unique heterodimer
NEW ROUTES TO NITROGEN HETEROCYCLES THROUGH INTRAMOLECULAR AMIDOCARBONYLATON OF ALKENAMIDES CATALYZED BY RHODIUM COMPLEXES
Ojima, Iwao,Korda, Anna
, p. 6283 - 6286 (2007/10/02)
Intramolecular amidocarbonylation of 3-butenamide catalyzed by a rhodium complex with excess PPh3 gives 3,4-dihydro-2-pyridone selectively, whereas the same reaction using P(OPh)3 affords a unique heterodimer in excellent yield.The reaction of 4-pentenamide gives 4-methyl-3,4-dihydro-2-pyridone exclusively regardless of the structure of rhodium catalysts.
New synthesis of heterocycles by use of palladium catalyzed cycli zation of α-haloamide with internal double bond
Mori, Miwako,Kanda, Nana,Oda, Izumi,Ban, Yoshio
, p. 5465 - 5474 (2007/10/02)
α-Haloamide having internal double bond was allowed to react with a catalytic amount of Pd(PPh3)4 in the presence of base to produce a cyclized product in a fairly good yield possibly through the intermediate of -alkylmetal complex. By use of this method, five and six membered lactams, pyrrolizidine and quinolizidine derivatives were synthesized in fairly good yields.
CYCLIZATION OF α-HALOAMIDE WITH INTERNAL DOUBLE BOND BY USE OF THE LOW-VALENT METAL COMPLEX
Mori, Miwako,Oda, Izumi,Ban, Yoshio
, p. 5315 - 5318 (2007/10/02)
The α-haloamide having internal double bond was allowed to react with a catalytic amount of Pd(PPh3)4 in the presence of proton sponge to produce a cyclized product in a fairly good yield possibly through the intermediation of ?-alkylmetal complex althoug
