13141-44-1Relevant academic research and scientific papers
Direct use of nanoparticles as a heterogeneous catalyst: Pd0-doped CoFe2O4 magnetic nanoparticles for Sonogashira coupling reaction
Roy, Subhasish,Senapati, Kula Kamal,Phukan, Prodeep
, p. 5753 - 5767 (2015)
A magnetically separable nanocatalyst prepared by incorporating Pd nanoparticles onto CoFe2O4 magnetic nanoparticles was found to be very effective in catalyzing Sonogashira cross-coupling reactions. In this green synthetic process, it is not necessary to use an external linker to support the palladium nanoparticles onto the cobalt ferrite matrix. The catalyst is effective without the use of any ligand or copper additive. The reaction works smoothly in ethanol at 70 °C with both aryl iodides and bromides to produce corresponding product in high yield. After completion of the reaction, the catalyst could be easily separated using an external magnet and reused up to five catalytic cycles with sustained catalytic activity.
A New Facile Synthesis of exo-Methylene 3,1-Benzothiazines
Schmittel, Michael,Mahajan, Atul,Steffen, Jens-Peter
, p. 415 - 418 (2004)
A facile synthesis of exo-methylene 3,1-benzothiazines from ortho-alkynylated aniline 1 with alkyl or aryl isothiocyanates is described. The reaction can be set up both in a discontinuous or continuous process, the latter protocol explored with a Cellular
An iron-catalyzed cascade approach to benzo[b]carbazole synthesis followed by 1,4-sulfonyl migration
Boominathan, Siva Senthil Kumar,Senadi, Gopal Chandru,Vandavasi, Jaya Kishore,Chen, Jeff Yi-Fu,Wang, Jeh-Jeng
, p. 3193 - 3197 (2015)
A simple and straightforward approach was developed to construct 5H-benzo[b]carbazole derivatives by iron catalysis in a cascade sequence. The notable features of this work include an atom-economical cascade sequence, unprecedented 1,4-sulfonyl migration,
Copper-Catalyzed Aerobic Oxidative Cyclization of 2-Alkynylanilines with Nitrosoarenes: Synthesis of Organic Solid Mechanoluminescence Compounds of 4-Oxo-4 H-cinnolin-2-ium-1-ide
Fang, Xiaolan,Cao, Ji,Ding, Weijie,Jin, Huile,Yu, Xiaochun,Wang, Shun
supporting information, p. 1228 - 1233 (2021/02/20)
An efficient Cu(I)/DMAP/air system for the one-pot synthesis of 4-oxo-4H-cinnolin-2-ium-1-ides, which are often difficult to prepare by traditional routes from substituted 2-alkynylanilines and nitrosoarenes, was developed. These 4-oxo-4H-cinnolin-2-ium-1-ides have practical applications as mechanoluminescent materials. Preliminary mechanistic experiments were performed, and a plausible mechanism for this tandem process is proposed. The use of an inexpensive copper catalyst and molecular oxygen as the oxygen source and the oxidant make this an attractive green protocol with potential synthetic applications.
Cascade Reactions Assisted by Microwave Irradiation: Ultrafast Construction of 2-Quinolinone-Fused γ-Lactones fromN-(o-Ethynylaryl)acrylamides and Formamide
Sacchelli, Bruce A. L.,Rocha, Bianca C.,Andrade, Leandro H.
, p. 5071 - 5075 (2021/07/20)
An ultrafast (10 s) methodology to construct novel highly functionalized 2-quinolinones fromN-(o-ethynylaryl)acrylamides (1,7-enynes) is described for the first time. Microwave irradiation enabled the ultrafast synthesis of 2-quinolinone-fused γ-lactones from Fenton’s reagents in formamide. After six key consecutive reactions, including a diastereoselective step, 2-quinolinone-fused γ-lactones were obtained in good overall yield (up to 46%; 10 s).
Copper-Catalyzed Enantioselective C-H Arylation between 2-Arylindoles and Hypervalent Iodine Reagents
Liang, Hao,Zhu, Guoxun,Pu, Xiaoyun,Qiu, Liqin
, p. 9246 - 9250 (2021/12/06)
The copper-catalyzed enantioselective C-H arylation between 2-arylindoles and hypervalent iodine reagents has been successfully developed, which provides a convenient and economical route to the highly atroposelective synthesis of axially chiral indole de
Copper(I)-Mediated Cascade Annulation via Dual C-H/C-H Activation: Access to Benzo[a]carbazolic AEEgens
Khandelia, Tamanna,Ghosh, Subhendu,Panigrahi, Pritishree,Shome, Rajib,Ghosh, Siddhartha Sankar,Patel, Bhisma K.
, p. 16948 - 16964 (2021/12/02)
A Cu(I)-mediated cascade cyclization/annulation of unprotectedo-alkynylanilines with maleimides in one pot is developed. The protocol offers sequential formation of one C-N and two C-C bonds to deliver fused benzo[a]carbazoles having free NH skeletons. The annulated products display fluorescence emission in the range of 485-502 nm with a large Stokes shift and fluorescence lifetime of ～17 ns. The annulated3aadisplays AEE behavior in the ethanol/hexane system and possesses marigold-flower-like morphology at the aggregated state. Cell viability assays enumerate biocompatible AEEgens, while their high intracellular fluorescence depicts cell imaging applicability.
Gold(I)-Catalyzed Reactions between N-(o-Alkynylphenyl)imines and Vinyldiazo Ketones to Form 3-(Furan-2-ylmethyl)-1 H-indoles via Postulated Azallyl Gold and Allylic Cation Intermediates
Kulandai Raj, Antony Sekar,Narode, Akshay Subhash,Liu, Rai-Shung
supporting information, p. 1378 - 1382 (2021/03/03)
This work describes gold-catalyzed additions of vinyldiazo ketones to N-(o-alkynylphenyl)imines to yield 3-(furan-2-ylmethyl)-1H-indoles involving skeletal rearrangement; these new catalytic reactions are applicable to a wide range of substrates. We postu
Catalytic Enantioselective Aminopalladation–Heck Cascade
He, Yu-Ping,Cao, Jian,Wu, Hua,Wang, Qian,Zhu, Jieping
supporting information, p. 7093 - 7097 (2021/02/26)
Domino processes initiated by intramolecular nucleopalladation of alkynes have been developed into powerful synthetic tools for the synthesis of functionalized heterocycles. However, a catalytic enantioselective version of this class of reactions remains
Asymmetric Synthesis of 3-Methyleneindolines via Rhodium(I)-Catalyzed Alkynylative Cyclization of N-(o-Alkynylaryl)imines
Yuan, Shi-Yi,Yan, Qi-Qi,Wang, Dan,Dan, Ting-Ting,He, Long,He, Cheng-Yu,Chu, Wen-Dao,Liu, Quan-Zhong
supporting information, p. 4823 - 4827 (2021/06/28)
The first asymmetric synthesis of 3-methyleneindolines from alkynyl imines has been developed via a rhodium-catalyzed tandem process: regioselective alkynylation of the internal alkynes and subsequent intramolecular addition to the imines. The reaction pr
