1190199-91-7Relevant academic research and scientific papers
New indolo[1,2-c]quinazolines for single-crystal field-effect transistor: A united experimental and theoretical studies
Puli, Venkat Swamy,Kilaru, Suresh,Bhongiri, Yadagiri,Marri, Sreenath Reddy,Tripathi, Anuj,Chetti, Prabhakar,Chatterjee, Anindita,Vukoti, Kiran Kumar,Pola, Someshwar
, (2021/08/30)
Here, we account the synthesis and characterization of a series of symmetrical fused heterocyclic aromatic hydrocarbons (HAHs) with an indolo[1,2-c]quinazoline (IQ) as the core moiety. All the new HAHs IQ series were systematically investigated by using various spectroscopic methods. Furthermore, their photo-physical properties were supported by density functional theory (DFT) and time-dependent density functional theory (TDDFT) studies to support the experimental findings. The tetramethyl-substituted indolo[1,2-c]quinazoline (TMIQ) compound is shown to exhibit the shifted type of π–π stacking interactions, which render this series as a new semiconducting material. Single-crystal-based field-effect transistor devices of TMIQ exhibited efficient charge transport behavior, giving a p-channel field-effect mobility of 0.25 cm2?V?1?s?1 with an on/off ratio of 5 × 105.
Cs2CO3 as a source of carbonyl and ethereal oxygen in a Cu-catalysed cascade synthesis of benzofuran [3,2-: C] quinolin-6[5- H] ones
Ali, Wajid,Modi, Anju,Behera, Ahalya,Mohanta, Prakash Ranjan,Patel, Bhisma K.
, p. 5940 - 5944 (2016/07/06)
The simultaneous construction of C-C, C-O, and C-N bonds utilizing Cs2CO3 as a source of both carbonyl (CO) and ethereal oxygen and a cascade synthesis of benzofuro[3,2-c]quinolin-6(5H)-one have been achieved using a combination of C
Flexible and practical synthesis of 3-oxyindoles through gold-catalyzed intermolecular oxidation of o-ethynylanilines
Shu, Chao,Li, Long,Xiao, Xin-Yu,Yu, Yong-Fei,Ping, Yi-Fan,Zhou, Jin-Mei,Ye, Long-Wu
, p. 8689 - 8692 (2014/07/22)
A novel gold-catalyzed intermolecular oxidation of o-ethynylanilines has been developed. A range of functionalized 3-oxyindoles are readily accessed by utilizing this strategy. Importantly, this gold-catalyzed oxidative process outcompetes the typical ind
Gold(I)-catalyzed reactions of 1-(ortho-alkynylaryl)ureas: Highly selective heterocyclization and synthesis of mixed N,O-acetals
Gimeno, Ana,Cuenca, Ana B.,Medio-Simón, Mercedes,Asensio, Gregorio
, p. 229 - 236 (2014/03/21)
Readily available 1-(ortho-ethynylaryl)urea derivatives undergo a selective gold/silver {[AuCl(IPr)]/AgSbF6} catalyzed N-6-exo-dig or N-5- endo-dig heterocyclization process in dimethylform-amide (DMF) at 60 8C. Benzoxazine derivatives, i.e., the products of O-6-exo-dig ring closure through the urea oxygen, could be observed under catalytic conditions only when the N-3 basicity was substantially diminished, but were readily isolable in stoichiometric processes carried out at low temperature. The open chain amino O,O-acetals and a series of new cyclic mixed N,O-acetals containing the trifluoroethyl group were synthesized when the reactions were performed in ethanol or trifluoro-ethanol, respectively, as solvent. The procedure allows for an easy access to this versatile class of key intermediates in organic synthesis from simple starting materials. The effect of using either DMF or protic solvents on the course of the reactions is reported.
NHC-stabilized gold(I) complexes: Suitable catalysts for 6-exo-dig heterocyclization of 1-(o-Ethynylaryl)ureas
Gimeno, Ana,Medio-Simon, Mercedes,De Arellano, Carmen Ramirez,Asensio, Gregorio,Cuenca, Ana B.
supporting information; experimental part, p. 1900 - 1903 (2010/06/21)
Figure presented 3-substituted 1-(o-ethynylaryl)ureas 1 selectively undergo either 6-exo-dig or 5-endo-dig cyclization (to give 4-methylene-3,4-quinazolin- 2-ones 2 or indoles 3, respectively) depending on the choice of the metal, ligand, and reaction conditions. The best results (up to 96% yield) in the preparation of the hydroamination products 2 are achieved with the highly bulky NHC-stabilized cationic gold(I) complex [Au(IPr)]+. Conversely, ureas bearing an internal alkyne lead to the 5-endo-dig cyclization mode regardless of the gold(I) complex employed. Whereas the nature of the substituent at N-3 does not have any influence on the regiochemistry observed, it does, in some cases, affect the efficiency of these transformations.
