57803-87-9Relevant academic research and scientific papers
[Pd]-Catalyzed Intermolecular Coupling and Acid Mediated Intramolecular Cyclodehydration: One-Pot Synthesis of Indenes
Niharika, Pedireddi,Satyanarayana, Gedu
supporting information, p. 971 - 979 (2018/02/22)
An efficient one-pot synthesis of indenes from simple starting materials is presented. This process involves a dual C–C bond formation through an intermolecular Heck coupling reaction followed by acid-mediated intramolecular cyclodehydration. The strategy
Palladium-Catalyzed Formal [4 + 1] Annulation via Metal Carbene Migratory Insertion and C(sp2)-H Bond Functionalization
Xu, Shuai,Chen, Ri,Fu, Zihao,Zhou, Qi,Zhang, Yan,Wang, Jianbo
, p. 1993 - 1997 (2017/08/14)
A highly efficient and operationally simple palladium-catalyzed formal [4 + 1] annulation reaction has been developed. The reaction is featured by the formation of two different C-C bonds on a carbenic center. It represents a concise method for the synthesis of a wide range of polycyclic aromatic hydrocarbons (PAHs) and 1H-indenes with easily available (trimethylsilyl)diazomethane as the carbene source. Metal carbene migratory insertion and C(sp2)-H bond activation are proposed as the key steps in this transformation. The reaction further demonstrates the versatility of the carbene-based coupling in combination with various transition-metal-catalyzed transformations.
Rhodium(II)- or Copper(I)-Catalyzed Formal Intramolecular Carbene Insertion into Vinylic C(sp2)?H Bonds: Access to Substituted 1H-Indenes
Zhou, Qi,Li, Shichao,Zhang, Yan,Wang, Jianbo
, p. 16013 - 16017 (2017/11/27)
A rhodium(II)- or copper(I)-catalyzed formal intramolecular carbene insertion into vinylic C(sp2)?H bonds is reported herein. This method provides straightforward access to 1H-indenes with high efficiency and excellent functional-group compatibility. Mechanistically, the reaction is proposed to involve the following sequence: metal carbene formation, intramolecular nucleophilic addition of the double bond to the electron-deficient carbene carbon atom, dearomatization, and finally a 1,5-H shift.
Palladium-Catalysed Direct Cross-Coupling of Organolithium Reagents with Aryl and Vinyl Triflates
Vila, Carlos,Hornillos, Valentín,Giannerini, Massimo,Fa?anás-Mastral, Martín,Feringa, Ben L.
supporting information, p. 13078 - 13083 (2016/02/19)
A palladium-catalysed cross-coupling of organolithium reagents with aryl and vinyl triflates is presented. The reaction proceeds at 50 or 70 C with short reaction times, and the corresponding products are obtained with moderate to high yields, with a variety of alkyl and (hetero)aryl lithium reagents.
Dications of 3-phenyl-indenylidene dibenzo[ a. d ]cycloheptene: The role of charge in the antiaromaticity of cationic systems
Mills, Nancy S.,Cheng, Francine E.,Baylan, Joseph M.,Tirla, Cornelia,Hartmann, Jennifer L.,Patel, Kiran C.,Dahl, Bart J.,McClintock, Sean P.
experimental part, p. 645 - 653 (2011/03/19)
Dications of 9-(3-phenyl-1H-inden-1-ylidene)-5H-dibenzo[a,d]cycloheptene, 52+, were prepared by oxidation with SbF5 in SO 2ClF, and their magnetic behavior was compared to dications of 9-(3-phenyl-1H-inden-1-ylidene)-9H-fl
Dications of 3-phenylindenylidenefluorenes: Evaluation of antiaromaticity of indenyl and fluorenyl cations by magnetic measures
Mills, Nancy S.,Llagostera, Kathleen B.,Tirla, Cornelia,Gordon, Stacey M.,Carpenetti, Donald
, p. 7940 - 7946 (2007/10/03)
Dications of p-substituted 3-phenylindenylidenefluorenes were prepared to examine the response of the resulting indenyl and fluorenyl cationic systems to magnetic measures of antiaromaticity. All measures, 1H NMR shifts, nucleus independent che
Friedel-crafts-type cyclodehydration of 1,3-diphenyl-1-propanones. Kinetic evidence for the involvement of dication
Saito, Shinichi,Sato, Yasuo,Ohwada, Tomohiko,Shudo, Koichi
, p. 2312 - 2317 (2007/10/02)
The mechanism of intramolecular ketone-aromatic cyclodehydration of 1,3-diphenyl-1-propanones to give 1-phenyl-1H-indenes in trifluoromethanesulfonic acid (TFSA) was investigated. The rate of the reaction of the monoprotonated diphenylpropanone increased
Response of Acidity and Magnetic Rtesonance Properties to Aryl Substitution in Carbon Acids and Derived Carbanions: 2- and 3-Arylindenes
Greifenstein, Linda G.,Lambert, Joseph B.,Nienhuis, Ronald J.,Fried, Herbert E.,Pagani, Giorgio A.
, p. 5125 - 5132 (2007/10/02)
Substitution in the aryl ring of 2- and 3-arylindenes has been used to examine the acidity of these hydrocarbons and the charge density and ion pair structure of their anions.Acidities were measured for the 2-arylindenes both in pure Me2SO and in Me2SO-H2
