- An efficient, high yielding protocol for the synthesis of functionalized quinolines via the tandem addition/annulation reaction of o-aminoaryl ketones with α-methylene ketones
-
A mild and efficient method has been developed for the condensation of 2-aminoaryl ketones with α-methylene ketones in the presence of a catalytic amount of reusable catalyst CeCl3·7H2O (25 mol %) at ambient temperature to afford the
- Bose, D. Subhas,Kumar, Racherla Kishore
-
-
Read Online
- Synthesis of Quinolines through Three-Component Cascade Annulation of Aryl Diazonium Salts, Nitriles, and Alkynes
-
An efficient and rapid synthesis of multiply substituted quinolines is described. This method is enabled by a three-component cascade annulation of readily available aryl diazonium salts, nitriles, and alkynes. This reaction is catalyst- and additive-free. Various aryl diazonium salts, nitriles, and alkynes can participate in this transformation, and the yields are up to 83%.
- Wang, Hao,Xu, Qian,Shen, Sheng,Yu, Shouyun
-
p. 770 - 775
(2017/04/26)
-
- Alkyltriflate-triggered annulation of arylisothiocyanates and alkynes leading to multiply substituted quinolines through domino electrophilic activation
-
The reaction of arylisothiocyanate, alkyltriflate, and alkynes leads to variously substituted quinolines in high yields. The reaction undergoes alkyltriflate-triggered domino electrophilic activation and avoids the use of a transition-metal catalyst. A variety of functional groups are tolerated in the quinoline ring.
- Zhao, Peng,Yan, Xiaoyu,Yin, Hang,Xi, Chanjuan
-
p. 1120 - 1123
(2014/03/21)
-
- Catalytic properties and acidity of 1,2-benzenedisulfonimide and some of its derivatives. An experimental and computational study
-
1,2-Benzenedisulfonimide (1) has previously been found to be an excellent and, importantly, safe Br?nsted acid catalyst. In this work we present the results of a search for derivatives of 1 that are more acidic and effective. Instead of blindly synthesizing a series of analogues, we have carried out a screening process in which the pKa of 1 and a set of its derivatives were calculated. The calculated pKa values were confirmed experimentally by carrying out determination through potentiometric titrations of some of the compounds: 1, 4-methyl and 4-nitro derivatives of 1. The calculations indicated that the dinitro and 4-nitro derivatives are among the best candidates for the synthesis. The latter was obtained in good yields and tested as a catalyst. Results were excellent as the reactions took place more quickly and at lower temperatures in all cases, and in a number of cases it was even possible to reduce the amount of catalyst.
- Barbero, Margherita,Berto, Silvia,Cadamuro, Silvano,Daniele, Pier Giuseppe,Dughera, Stefano,Ghigo, Giovanni
-
p. 3212 - 3217
(2013/04/24)
-
- PEG-SO3H as a catalyst in aqueous media: A simple, proficient and green approach for the synthesis of quinoline derivatives
-
A convenient and efficient method was developed for the synthesis of quinolines, an important class of potentially bioactive compounds. The quinoline derivatives were prepared in water, an excellent solvent in terms of environmental impact and with reduce
- Nasseri,Alavi,Zakerinasab
-
p. 109 - 116
(2013/05/09)
-
- Homogeneous catalysis, heterogeneous recycling: A new family of branched molecules with hydrocarbon or fluorocarbon chains for the Friedl?nder synthesis of quinoline under solvent-free conditions
-
A new family of branched catalysts with hydrocarbon or fluorocarbon chains was used to catalyze Friedl?nder reaction between 2-aminoarylketones and α-methylene ketones under solvent-free conditions in good to excellent yields. The catalysts exhibit temperature-dependent solubility and such a thermomorphic character allows them to be recovered by filtration conveniently at room temperature and reused at least five times. To some extent, the branched catalysts with hydrocarbon chains are superior to those with fluorocarbon chains, as they are cheaper and more biodegradable.
- Fang, Lei,Yu, Jianjun,Liu, Ying,Wang, Anyin,Wang, Limin
-
p. 11004 - 11009
(2014/01/06)
-
- o-Benzenedisulfonimide as a reusable Br?nsted acid catalyst for an efficient and facile synthesis of quinolines via Friedla?nder annulation
-
The synthesis of quinolines via Friedl?nder annulation was carried out in the presence of catalytic amount of o-benzenedisulfonimide as Br?nsted acid organocatalyst; the reaction conditions were mild and the yields of the target products were good. The or
- Barbero, Margherita,Bazzi, Stefano,Cadamuro, Silvano,Dughera, Stefano
-
experimental part
p. 2342 - 2344
(2010/05/19)
-
- A facile synthesis of 2-methylquinolines via Pd-catalyzed aza-Wacker oxidative cyclization
-
(Chemical Equation Presented) A novel Pd-catalyzed Wacker-type oxidative cyclization under air is described. By using this cyclization, a series of 2-methylquinolines are readily prepared with good yields under mild conditions.
- Zhang, Zuhui,Tan, Jiajing,Wang, Zhiyong
-
p. 173 - 175
(2008/09/18)
-
- MgCl2·6H2O/p-TSA catalyzed simple and efficient synthesis of some known and novel quinolines
-
A simple and efficient method has been developed for the synthesis of some important fused quinolines from o-aminoaryl ketones and α-methylene ketones in the presence of catalytic amounts of MgCl2·6H 2O/p-TSA in high yield. The react
- Pasha,Jayashankara,Mahammed
-
experimental part
p. 1160 - 1164
(2009/04/11)
-
- LiBr-catalyzed simple and efficient synthesis of some novel substituted quinolines via Friedlander heteroannulation reaction
-
A simple and efficient method has been developed for the condensation of o-aminoaryl ketones with α-methylene ketones in the presence of catalytic amounts of LiBr to afford the corresponding fused cyclic quinolines in high yield using the Friedlander hete
- Paesha,Mahammed,Jayaeshankara
-
p. 4319 - 4326
(2008/03/13)
-
- Bi(OTf)3-catalyzed Friedl?nder hetero-annulation: A rapid synthesis of 2,3,4-trisubstituted quinolines
-
Polysubstituted quinolines are readily prepared in high yields under extremely mild conditions through a sequential condensation/annulation reaction of 2-aminoaryl ketones and α-methylene ketones using a catalytic amount of bismuth triflate.
- Yadav,Reddy,Premalatha
-
p. 963 - 966
(2007/10/03)
-