157869-10-8Relevant academic research and scientific papers
Palladium-Catalyzed Oxidation-Hydroxylation and Oxidation-Methoxylation of N -Boc Indoles for the Synthesis of 3-Oxoindolines
Zhou, Xiao-Yu,Chen, Xia,Wang, Liang-Guang,Yang, Dan,Li, Zhi
supporting information, p. 3662 - 3669 (2017/08/15)
The palladium-catalyzed oxidation-hydroxylation and oxidation-methoxylation of N -Boc indoles for the synthesis of tert -butyl 2-hydroxy(methoxy)-3-oxoindoline-1-carboxylates and their derivatives is developed. The process occurs readily using PdCl 2 as the catalyst and acetonitrile as the solvent to afford 3-oxoindolines in moderate to high yields. A mechanism for this Pd-catalyzed oxidation-hydroxylation and oxidation-methoxylation of N -Boc indoles is proposed.
Visible-light-mediated aerobic selenation of (hetero)arenes with diselenides
Zhang, Qing-Bao,Ban, Yong-Liang,Yuan, Pan-Feng,Peng, Shou-Jiao,Fang, Jian-Guo,Wu, Li-Zhu,Liu, Qiang
supporting information, p. 5559 - 5563 (2017/12/06)
The first visible-light driven aerobic oxidation for the direct selenation of (hetero)arenes has been developed at room temperature, providing an eco-friendly, atom-economical protocol to prepare unsymmetrical selenides from easily accessible diselenides.
CuI-Catalyzed intramolecular aminocyanation of terminal alkynes in N-(2-ethynylphenyl)-N-sulfonylcyanamides via Cu-vinylidene intermediates
Liao, Zhen-Yuan,Liao, Pen-Yuan,Chien, Tun-Cheng
supporting information, p. 14404 - 14407 (2016/12/23)
CuI-Catalyzed intramolecular aminocyanation of terminal alkynes in N-(2-ethynylphenyl)-N-sulfonylcyanamides was initiated by the formation of Cu-acetylide to trigger N-CN bond cleavage of the N-sulfonylcyanamide moiety followed by CN migration to form a β-cyano Cu-vinylidene intermediate. Subsequently, the indole ring closure furnished the corresponding 1-sulfonyl-3-cyanoindoles.
Diaceno[a,e]pentalenes from homoannulations of o-alkynylaryliodides utilizing a unique Pd(OAc)2/n-Bu4NOAc catalytic combination
Shen, Junjian,Yuan, Dafei,Qiao, Yan,Shen, Xingxing,Zhang, Zhongbo,Zhong, Yuwu,Yi, Yuanping,Zhu, Xiaozhang
supporting information, p. 4924 - 4927 (2015/04/27)
A heterogeneous catalytic system, Pd(OAc)2/n-Bu4NOAc, for the efficient synthesis of diaceno[a,e]pentalenes via a tandem Pd catalytic cycle is reported. The catalytic partner n-Bu4NOAc played indispensable and versatile ro
Palladium-catalyzed intermolecular aerobic oxidative cyclization of 2-ethynylanilines with isocyanides: Regioselective synthesis of 4-halo-2-aminoquinolines
Liu, Bifu,Gao, Hanling,Yu, Yue,Wu, Wanqing,Jiang, Huanfeng
supporting information, p. 10319 - 10328 (2013/11/06)
A robust and regioselective palladium-catalyzed intermolecular aerobic oxidative cyclization of 2-ethynylanilines with isocyanides to the synthesis of 4-halo-2-aminoquinolines is reported herein. The procedure constructs various 4-halo-2-aminoquinolines w
Radical/anionic SRN1-type polymerization for preparation of oligoarenes
Murarka, Sandip,Studer, Armido
supporting information, p. 12362 - 12366 (2013/02/23)
Radicals and anions: The TEMPO-mediated oxidation of magnesiated iodoarenes A provides highly regioregular poly(m-phenylenes) by strictly alternating anionic/radical cross-over chain-growth polymerization. Poly(m-phenylenes) with mean molecular weight (M
Impregnated copper or palladium-copper on magnetite as catalysts for the domino and stepwise Sonogashira-cyclization processes: A straightforward synthesis of benzo[b]furans and indoles
Cano, Rafael,Yus, Miguel,Ramón, Diego J.
experimental part, p. 1393 - 1400 (2012/02/15)
An impregnated copper on magnetite catalyst is a versatile system for different domino Sonogashira-cyclization processes between 2-iodophenol and different alkynes to give the corresponding substituted benzo[b]furans. The catalyst could be recovered ten times without losing its activity. The related process using 2-iodoaniline was, however, better catalyzed by mixed palladium-copper on magnetite giving exclusively, in this case, the products arising from the Sonogashira coupling. The cyclization to the corresponding substituted indoles could be easily and quantitatively performed by zinc bromide treatment. This catalyst avoids the use of any type of expensive and difficult to handle organic ligand, showing excellent yields, under mild reaction conditions. The catalyst is very easy to remove from the reaction medium, just by using a simple magnet.
A convenient and efficient protocol for the synthesis of 4(1H)-cinnolones, 1,4-dihydrocinnolines, and cinnolines in aqueous medium: Application for detection of nitrite ions
Dey, Raju,Ranu, Brindaban C.
body text, p. 8918 - 8924 (2011/11/30)
3-Aryl/alkyl-4(1H)-cinnolones are obtained in one step from 2-aryl/alkylethynyl aniline by reaction with sodium nitrite and dilute hydrochloric acid via Richter cyclization. The alkyl cinnolones on reduction with Sn/HCl furnish 1,4-dihydro-3-alkylcinnolin
A general synthesis of alkenyl-substituted benzofurans, indoles, and isoquinolones by cascade palladium-catalyzed heterocyclization/oxidative heck coupling
Alvarez, Rosana,Martinez, Claudio,Madich, Youssef,Denis, J. Gabriel,Aurrecoechea, Jose M.,De Lera, Angel R.
supporting information; experimental part, p. 12746 - 12753 (2011/02/21)
Structurally diverse C3-alkenylbenzofurans, C3-alkenylindoles, and C4-alkenylisoquinolones are efficiently prepared by using consecutive Sonogashira and cascade Pd-catalyzed heterocyclization/oxidative Heck couplings from readily available ortho-iodosubst
