87748-34-3Relevant academic research and scientific papers
A one-pot multi-component synthesis of N-aryl-3-aminodihydropyrrol-2-one-4- carboxylates catalysed by oxalic acid dihydrate
Sajadikhah, Seyed Sajad,Hazeri, Nourallah,Maghsoodlou, Malek Taher,Mostafa, Sayyed,Habibi-Khorassani,Khandan-Barani, Khatereh
, p. 40 - 42 (2013)
A simple synthesis of N-aryl-3-aminodihydropyrrol-2-one-4-carboxylates via one-pot multi-component reaction of amines, dialkyl acetylenedicarboxylates and formaldehyde in the presence of oxalic acid dihydrate (20 mol%) as catalyst in methanol is described
Synthesis, crystal structure and dft studies of polyfunctionalized alkenes: A transition metal-free c(sp2)-h sulfenylation of electron deficient alkyne
Khurana, J. M.,Kumar, Parvin,Saroha, Mohit,Sindhu, Jayant
, (2020/08/24)
An efficient, novel and transition metal-free protocol has been developed for the synthesis of polyfunctionalized aminothioalkenes via direct C[sbnd]H sulfenylation of in situ generated enamines. The reaction was performed using a catalytic amount of inex
One-Pot Synthesis of Benzo[4,5]imidazo[1,2-a]pyrimidin-2-ones Using a Hybrid Catalyst Supported on Magnetic Nanoparticles in Green Solvents
Moussa, Alkassoume,Rahmati, Abbas
, p. 764 - 774 (2021/08/30)
The conversion of soluble polyoxometalate into insoluble polyoxometalate is considered to be one of the major challenges in synthetic organic chemistry. Here, polyoxometalate was bonded to the salt part of an organic branch immobilized on the silica-coate
Trifluoroacetic acid catalyzed one-pot four-component domino reaction for the synthesis of substituted dihydro 2-oxypyrroles
Lashkari, Mojtaba,Maghsoodlou, Malek Taher,Karima, Mahsa,Kangani, Mehrnoosh
, p. 3799 - 3802 (2018/05/24)
Trifluoroacetic acid was applied as an effcient catalyst for the one-pot four-component synthesis of N-aryl/alkyl-3-aminodihydropyrrol-2-one-4-carboxylates via the domino reaction of amines, formaldehyde and dialkyl acetylenedicarboxylates at ambient temp
Chemoselective Nitrosylation of Anilines and Alkynes via Fragmentary or Complete NO Incorporation
Pan, Jun,Li, Xinyao,Lin, Fengguirong,Liu, Jianzhong,Jiao, Ning
supporting information, p. 1427 - 1442 (2018/04/20)
The cycloaddition reactions have been explored extensively and provided an efficient strategy for the synthesis of cyclic compounds. Traditionally, the reaction partners were in extenso incorporated into the cyclic products without fragmentation. From a different perspective, if certain fragmentations via chemical-bond cleavage are involved in this cycloaddition reaction, it would change the assembly sequence and enable more product diversity. Here, we report a chemoselective nitrosylation of anilines and alkynes through fragmentary or complete NO radical incorporation. The formation of multiple C–N bonds, an unexpected C–N bond, and N=O bond cleavage make this fragmentary cycloaddition reaction an efficient approach to 2,5-dihydrooxazoles, 1H-1,2,3-triazole 2-oxides or quinoxaline N-oxides. Facile operation in open-air, metal-free, and mild conditions renders this protocol particularly practical and attractive. A series of mechanistic studies and density functional theory calculations were also conducted, which help to explain the fragmentary or complete NO incorporation processes, broadening the field of new reaction discovery. Exploring novel structures and developing convenient and direct methods to achieve them are an essential issue in synthetic chemistry. In traditional cycloaddition reactions, the reaction partners are in extenso incorporated into the cyclic compound products. In contrast, the fragmentary incorporation of the reaction partners via chemical-bond cleavage in cycloaddition reactions would change the assembly sequence and enable more product diversity. However, fragmentary incorporation in cycloaddition reactions remains a challenging issue because of the high bond-dissociation energy and poor selectivity. This paper reports a fragmentary cycloaddition reaction that enables a series of new structures through a controllable radical process. This work also reveals the diversity of transformation of free radical intermediates. The accessible products might also trigger some interest in pharmaceutical science and materials science. Cycloaddition reactions provide an efficient strategy for the synthesis of cyclic compounds and have been well developed. However, cycloaddition reactions with fragmentary partner incorporation via the cleavage of multiple bonds, which allows for more structural diversity than traditional cycloaddition reactions, have seldom been reported. Here, we describe a chemoselective nitrosylation of anilines and alkynes through fragmentary or complete NO radical incorporation for an efficient approach to 2,5-dihydrooxazoles, 1H-1,2,3-triazole 2-oxides, or quinoxaline N-oxides.
Hypervalent iodine(III)-promoted: N -incorporation into N -aryl vinylogous carbamates to quinoxaline diesters: Access to 1,4,5,8-tetraazaphenanthrene
Sagar,Vidaycharan, Shinde,Shinde, Anand H.,Sharada, Duddu S.
supporting information, p. 4018 - 4022 (2016/06/14)
A novel oxidative N-incorporation strategy for synthesis of quinoxaline diesters under metal-free conditions is described for the first time. The mild reaction conditions allow for this transformation via the formation of two C(sp2)-N bonds utilizing cheaply available NaN3 as the N-atom source. N-Aryl vinylogous carbamates in this study undergo azidation at enamino C(sp2)-H selectively. The robustness of this strategy is further demonstrated by the synthesis of a valuable 1,4,5,8-tetraazaphenanthrene derivative using a mild and convenient approach.
Synthesis of fused pyrrolo[3,4-d]tetrahydropyrimidine derivatives by proline-catalyzed multicomponent reaction
Chen, Zhi-Peng,Wang, Hai-Bo,Wang, Yu-Qin,Zhu, Qiu-Hua,Xie, Yang,Liu, Shu-Wen
supporting information, p. 4379 - 4385 (2014/06/10)
Novel proline-catalyzed multicomponent reactions (MCRs) for the synthesis of fused pyrrolo[3,4-d]tetrahydropyrimidines 7 and 9 with different substituted patterns have been developed, which provide rapid access to a library of compounds 7 and 9 in medium to excellent yields, by using N-methyl-α- aryl(alkyl)aminomaleimides, amines, and aldehydes as reactants. The catalyst and the ratio of reactants were found to have significant impact on these reactions, and a reasonable mechanism was also proposed.
Efficient synthesis of the functionalized spiro[indoline-3,4'-pyridine] via four-component reaction
Sun, Jing,Wu, Qun,Zhang, Lijuan,Yan, Chaoguo
experimental part, p. 1548 - 1554 (2012/09/07)
An efficient synthetic procedure for the functionalized spiro[indoline-3,4'-pyridine] was developed via the four-component reactions of arylamines, acetylenedicarboxylates, isatins and malononitrile with triethylamine as the base catalyst. The advantages
Selective synthesis of fused 1,4-and 1,2-dihydropyridines by domino reactions of arylamines, acetylenedicarboxylate, aldehydes, and cyclic 1,3-diketones
Sun, Jing,Sun, Yan,Gao, Hong,Yan, Chao-Guo
experimental part, p. 6952 - 6956 (2012/01/06)
A practical procedure for the preparation of fused 1,4-dihydropyridines was developed through the domino four-component reactions of arylamines, acetylenedicarboxylate, aromatic aldehydes, and cyclic 1,3-diketones in acetic acid. Unusual fused 1,2-dihydropyridines can also be efficiently prepared by controlling the reaction conditions.
Design, synthesis, and SAR of cis-1,2-diaminocyclohexane derivatives as potent factor Xa inhibitors. Part II: Exploration of 6-6 fused rings as alternative S1 moieties
Yoshikawa, Kenji,Kobayashi, Shozo,Nakamoto, Yumi,Haginoya, Noriyasu,Komoriya, Satoshi,Yoshino, Toshiharu,Nagata, Tsutomu,Mochizuki, Akiyoshi,Watanabe, Kengo,Suzuki, Makoto,Kanno, Hideyuki,Ohta, Toshiharu
experimental part, p. 8221 - 8233 (2010/03/25)
A series of cis-1,2-diaminocyclohexane derivatives possessing a 6-6 fused ring for the S1 moiety were synthesized as novel factor Xa (fXa) inhibitors. The synthesis, structure-activity relationship (SAR), and physicochemical properties are reported herein, together with the discovery of compound 45c, which has potent anti-fXa activity, good physicochemical properties and pharmacokinetic (PK) profiles, including a reduced negative food effect.
