34987-58-1Relevant academic research and scientific papers
A Facile Synthesis of Benzo[h]quinolines via Silica-TsOH-P2O5 Promoted Condensation of 1-Naphthylamines with 1,3-Diketones under Solvent Free Conditions
Zhu, Chuanlei,Guo, Ruiqiang,Sheng, Zhe,Li, Yanzhe,Chu, Changhu
, p. 1595 - 1600 (2017)
A facile synthesis of benzo[h]quinolines has been developed via improved Combes reaction. A combination of silica gel, p-toluenesulfonic acid and phosphorus pentoxide was utilized to promote the condensation of 1-naphthylamines with 1,3-diketones under solvent free conditions. In this case, silica gel was used as reaction media, p-toluenesulfonic acid and phosphorus pentoxide were acted as catalyst and dehydrating agent, respectively.
Synthesis of substituted benzoquinolines by the irradiation of 3-amino- 2-alkene imines
Campos, Pedro J.,Anon, Elena,Malo, M. Carmen,Tan, Cheng-Quan,Rodriguez, Miguel A.
, p. 6929 - 6938 (1998)
The irradiation of 3-(naphthylamino)-2-alkene imines allows the preparation of substituted benzoquinolines with good to high yields. The reaction can be extended to include polycyclic azacompounds that contain four rings and is suitable for the preparatio
Mn(III)-Mediated Regioselective 6-endo-trig Radical Cyclization of o-Vinylaryl Isocyanides to Access 2-Functionalized Quinolines
Liu, Yan,Li, Shi-Jun,Chen, Xiao-Lan,Fan, Lu-Lu,Li, Xiao-Yun,Zhu, Shan-Shan,Qu, Ling-Bo,Yu, Bing
, p. 688 - 694 (2020/01/02)
A Mn(III)-mediated radical cyclization reaction of o-vinylaryl isocyanides and arylboronic acids or diphenylphosphine oxides to access various 2-functionalized quinolines under mild conditions was developed. With the introduction of radical stabilizing substituents (e. g. aryl and methyl group) on vinyl group, this reaction provides a regiospecific 6-endo-trig radical cyclization of o-vinylaryl isocyanides, giving a number of structurally unique and biologically potential 2-functionalized quinoline derivatives.
Indium(III) triflate-catalyzed reactions of AZA-michael adducts of chalcones with aromatic amines: Retro-michael addition versus quinoline formation
Selvi, Thangavel,Velmathi, Sivan
, p. 4087 - 4091 (2018/04/14)
The indium(III) triflate-catalyzed reaction of aza-Michael adducts of chalcones with aromatic amines has been investigated. The Michael adducts derived from substituted anilines and chalcones underwent retro-Michael addition to give the original starting materials, whereas the adducts derived from 1-naphthylamines and chalcones afforded quinolines. A six-membered cyclic transition state has been proposed to explain the retro-Michael addition, while a Povarov mechanism has been put forward to explain the quinoline formation.
Palladium-Catalyzed [5+1] Annulation of 2-(1-Arylvinyl) Anilines and α-Diazocarbonyl Compounds toward Multi-functionalized Quinolines
Zhu, Jiawei,Hu, Weiming,Sun, Song,Yu, Jin-Tao,Cheng, Jiang
supporting information, p. 3725 - 3728 (2017/09/25)
A palladium-catalyzed [5+1] annulation of 2-(1-arylvinyl) anilines and α-diazocarbonyl compounds has been developed, affording a series of multi-functionalized quinolines in moderate to good yields. This procedure proceeded with the sequential insertion o
A novel environmentally sustainable synthesis of Au-Ag@AgCl nanocomposites and their application as an efficient and recyclable catalyst for quinoline synthesis
Sapkota, Kanti,Han, Sung Soo
, p. 5395 - 5402 (2017/07/10)
This paper reports a facile, additive free, cost effective, green approach to the synthesis of Au-Ag@AgCl nanocomposites (NCs) using the tuber extract of Nephrolepis cordifolia. Au-Ag@AgCl NCs were fabricated by reducing cationic Ag and Au and simultaneou
Oxidative povarov reaction via sp3 C-H oxidation of N-benzylanilines induced by catalytic radical cation salt: Synthesis of 2,4-diarylquinoline derivatives
Liu, Jing,Liu, Fang,Zhu, Yingzu,Ma, Xingge,Jia, Xiaodong
supporting information, p. 1409 - 1412 (2015/03/30)
Oxidative Povarov reaction of N-benzylanilines was realized under catalytic radical cation salt induced conditions. The mechanism studies revealed that a radical intermediate was involved in this catalytic oxidation. This method provides a new way to synthesize 2,4-diarylquinoline derivatives.
Rare-earth metal chlorides catalyzed one-pot syntheses of quinolines under solvent-free microwave irradiation conditions
Zhang, Lijun,Wu, Bing,Zhou, Yongqing,Xia, Jing,Zhou, Shuangliu,Wang, Shaowu
, p. 465 - 471 (2013/08/25)
Under microwave irradiation and solvent-free conditions, rare-earth metal chlorides (RECl3) have been efficient catalysts for one-pot synthesis of quinoline derivatives to give products in good to excellent yields through the multi-component reactions of aldehydes, amines, and alkynes. The rare-earth metal chlorides can be recycled for six times without notable loss of catalytic activities. This new synthetic approach has prominent features of a short reaction time, high yields of products, operational simplicity, broad substrate scopes, environmentally friendly property and commercially available catalysts. It extends the applications of rare-earth metal compounds as catalysts in organic synthesis. A convenient method for the syntheses of quinoline derivatives through multi-component reactions of aldehydes, amines, and alkynes in the presence of rare-earth metal chlorides as catalysts under microwave irradiation and solvent-free conditions was developed.
Iron-catalyzed tandem reactions of aldehydes, terminal alkynes, and primary amines as a strategy for the synthesis of quinoline derivatives
Zhang, Yicheng,Li, Pinhua,Wang, Lei
experimental part, p. 153 - 157 (2011/03/21)
FeCl3-catalyzed three-component tandem condensation/addition/ cyclization/oxidation reactions of aldehydes, terminal alkynes, and primary amines have been developed. The processes can provide a diverse range of quinoline derivatives in good yields from simple starting materials. A possible reaction mechanism was proposed.
REDUCTIVE DEAMINATION OF ARYL- AND HETEROARYL-AMINES VIA PYRIDINIUM FLUORIDES
Katritzky, Alan R.,Chermprapai, Amornsri,Bravo, Susana,Patel, Ranjan C.
, p. 3603 - 3607 (2007/10/02)
The corresponding "pseudobase" Δ2-1,5-diketones (8) and (14) afford dihydrochromenylium (9a) and tetrahydroxanthylium monofluorides (15).These convert aryl- and heteroarylamines into dihydroquinolinium (10) and tetrahydroacridinium (16) monofluorides which at 130-250 deg C give the deaminated arenes and heteroarenes (average overall yield 60percent).
