1841-57-2Relevant academic research and scientific papers
New electron-accepting quinoxalinothiadiazole-containing heterocycles as promising building blocks for organic optoelectronic devices
Keshtov,Konstantinov,Krayushkin,Kuklin,Masoud,Osipov,Khokhlov
, p. 202 - 207 (2016)
Two novel quinoxalinothiadiazole-containing dibromides—4,9-dibromo-6,7-bis(9,9-didodecyl7-fluoro-9H-fluoren-2-yl)[1,2,5]thiadiazolo[3,4-g]quinoxaline (11) and 4,9-dibromo-6,7-bis(9,9-didodecyl-5,7-difluoro-9H-fluoren-2-yl)[1,2,5]thiadiazolo[3,4-g]quinoxaline (19)—have been synthesized, which are promising strong electron-accepting building blocks for preparing highly efficient narrow-bandgap D–A conjugated polymers. The composition and structure of monomers 11 and 19 have been proved by elemental analysis data, IR spectroscopy, and 1H and 13C NMR.
Mechanochemical-Cascaded C-N Cross-Coupling and Halogenation Using N-Bromo- And N-Chlorosuccinimide as Bifunctional Reagents
Bera, Shyamal Kanti,Mal, Prasenjit
, p. 14144 - 14159 (2021/09/13)
Exploration of alternative energy sources for chemical transformations has gained significant interest from chemists, and mechanochemistry is one of those sources. Herein, we report the use of N-bromosuccinimides (NBS) and N-chlorosuccinimides (NCS) as bifunctional reagents for a cascaded C-N bond formation and subsequent halogenation reactions. Under the solvent-free mechanochemical (ball-milling) conditions, the synthesis of a wide range of phenanthridinone derivatives from N-methoxy-[1,1′-biphenyl]-2-carboxamides is accomplished. During the reactions, NBS and NCS first assisted the oxidative C-N coupling reaction and subsequently promoted a halogenation reaction. Thus, the role of NBS and NCS was established to be bifunctional. Overall, a mild, solvent-free, convenient, one-pot, and direct synthesis of various bromo- and chloro-substituted phenanthridinone derivatives was achieved.
SUBSTITUTED HYDANTOINAMIDES AS ADAMTS7 ANTAGONISTS
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, (2021/05/21)
The application relates to substituted hydantoinamides of formula (I) as ADAMTS7 antagonists, to processes for their preparation, their use alone or in combination for the treatment or prophylaxis of diseases, in particular of cardiovascular diseases, including atherosclerosis, coronary artery disease (CAD), peripheral vascular disease (PAD), arterial occlusive disease or restenosis after angioplasty. R1 is hydrogen, alkyl, cycloalkyl, heterocycloalkyl, heteroaryl or phenyl; R2 is hydrogen, cyano, halogen, alkylsulfonyl, alkyl, cycloalkyl or alkoxy; R3, R4, R5, R6, R7 and R8 are independently hydrogen, halogen, alkyl or alkoxy; most groups being optionally substituted; with the proviso that at least one of R2, R3, R4 is H; X1, X2, X3, X4, X5 and X6 are independently N or C; with the proviso that in each ring maximal one X is N.
Palladium-catalyzed intramolecular aromatic C-H acylation of 2-arylbenzoyl fluorides
Hayakawa, Kazuki,Ikai, Kana,Ogiwara, Yohei,Sakai, Norio,Sakurai, Yuka
, p. 1882 - 1893 (2021/08/13)
The catalytic intramolecular cyclization of acyl fluorides using a Pd(OAc)2/PCy3 system is described. A wide range of 2-arylbenzoyl fluoride derivatives can be used as fluorenone precursors and the reaction proceeds via an intramolecular coupling between aromatic C-H bonds with acyl C-F bonds. The reaction can be applied to the synthesis of indenofluorenedione derivatives and to the construction of other molecules with fivemembered rings.
Facile preparation of 3,4-benzocoumarins from 2-arylbenzoic acids with NCS and NAI
Nakamura, Momoko,Togo, Hideo
, (2020/09/15)
– Treatment of 2-arylbenzoic acids with N-chlorosuccinimide (NCS) and NaI at 70 °C under fluorescent lighting condition gave the corresponding 3,4-benzocoumarins in good yields under transition-metal-free condition. It was found that the reactivity of NCS
Visible-Light-Induced Arene C(sp 2)-H Lactonization Promoted by DDQ and tert -Butyl Nitrite
Chen, Bajin,Hu, Baoxiang,Hu, Xinquan,Jin, Liqun,Li, Meichao,Shen, Zhenlu,Sun, Nan,Wang, Shengpeng,Wang, Yiqing
, p. 261 - 266 (2020/02/18)
A visible-light photocatalytic aerobic oxidative lactonization of arene C(sp 2)-H bonds proceeds in the presence of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and tert -butyl nitrite (TBN). Under the optimized conditions, a range of 2-arylbenzoic acids is converted into the corresponding benzocoumarin derivatives in moderate to excellent yields. This method is characterized by its atom economy, mild reaction conditions, the use of a green oxidant and metal-free catalysis.
Vitamin Catalysis: Direct, Photocatalytic Synthesis of Benzocoumarins via (-)-Riboflavin-Mediated Electron Transfer
Morack, Tobias,Metternich, Jan B.,Gilmour, Ryan
, p. 1316 - 1319 (2018/03/09)
An operationally simple protocol is disclosed to facilitate entry to benzo-3,4-coumarins directly from biaryl carboxylic acids without the need for substrate prefunctionalization. Complementary to classic lactonization strategies, this disconnection relies on the oxidation competence of photoactivated (-)-riboflavin (vitamin B2) to generate the heterocyclic core via photoinduced single electron transfer. Collectively, the inexpensive nature of the catalyst, ease of execution, and absence of external metal additives are a convincing endorsement for the incorporation of simple vitamins in contemporary catalysis.
Novel biphenyl derivative and method for preparing same
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Paragraph 0350; 0351; 0352, (2016/10/08)
The present invention provides a novel biphenyl derivative, or an isomer or pharmaceutically acceptable salt thereof, a method for preparing the same, and a pharmaceutical composition containing the same. The novel biphenyl derivative, or the isomer or pharmaceutically acceptable salt thereof according to the present invention acts as a muscarinic M3 receptor antagonist, and thus can be useful for the prevention or treatment of a disease selected from the group consisting of chronic obstructive pulmonary disease, asthma, irritable bowel syndrome, urinary incontinence, rhinitis, spasmodic colitis, chronic cystitis, Alzheimer's disease, senile dementia, glaucoma, schizophrenia, gastroesophogeal reflux disease, cardiac arrhythmia, and hyper salivation syndrome.
Synthesis of new D-A1-D-A2 type low bandgap terpolymers based on different thiadiazoloquinoxaline acceptor units for efficient polymer solar cells
Keshtov,Kuklin,Radychev,Ostapov,Nikolaev,Konstantinov,Krayushkin,Koukaras,Sharma, Abhishek,Sharma
, p. 71232 - 71244 (2016/08/05)
Two low bandgap D-A1-D-A2 conjugated copolymers, namely denoted as P1 (non-fluorine substituted thiadiazoloquinoxaline A2) and P2 (fluorine substituted thiadiazoloquinoxaline A2) with the same D (thiophene) and A1 (benzothiadiazole) groups were synthesize
Ambient-Temperature Ortho C-H Arylation of Benzoic Acids with Aryl Iodides with Ligand-Supported Palladium Catalyst
Zhu, Changlei,Zhang, Yuanfei,Kan, Jian,Zhao, Huaiqing,Su, Weiping
supporting information, p. 3418 - 3421 (2015/07/28)
The ambient-temperature ortho C-H arylation of electron-deficient benzoic acids with aryl iodides has been achieved by using an Ac-Ile-OH-supported Pd catalyst. A wide range of unactivated benzoic acids could cross-couple an array of aryl iodides in moderate to excellent yields. The choice of HFIP as a solvent is crucial to realizing the mild C-H arylation, and the beneficial effect of the ligand on the reaction likely stems from the accelerated C-H activation process and the improved catalyst lifetime.
