35323-09-2Relevant academic research and scientific papers
Synthesis of Substituted Benzo[ b]thiophenes via Base-Promoted Domino Condensation-Intramolecular C-S Bond Formation
Kumar, Yogendra,Ila, Hiriyakkanavar
supporting information, p. 1698 - 1702 (2021/03/03)
A novel synthesis of 2,3-substituted benzothiophenes is reported, involving a tandem base-mediated condensation of o-iodoarylacetonitriles/acetates/ketones with (hetero)aryldithioesters and an intramolecular C-S bond formation. The reaction affords divers
A Simple and Efficient Synthesis of Fused Benzo[ b ]thiophene Derivatives
Ulyankin, Evgeny B.,Kostyuchenko, Anastasia S.,Chernenko, Sergey A.,Bystrushkin, Mikhail O.,Samsonenko, Anna L.,Shatsauskas, Anton L.,Fisyuk, Alexander S.
, p. 2422 - 2434 (2021/04/21)
A new approach to the synthesis of fused benzothiophene derivatives was developed based on iodine-promoted photocyclization of 4,5-diaryl-substituted thiophenes obtained in three steps from commercially available compounds. Comparative analysis showed that photochemical cyclization is a more efficient method for the preparation of fused benzo[ b ]thiophene derivatives, compared to oxidative coupling of 4,5-diaryl-substituted thiophenes in the presence of iron(III) chloride and palladium-catalyzed intramolecular arylation. This new approach provides an efficient synthesis of functionally substituted naphtho[2,1- b:3,4- b ′]dithiophenes, phenanthro[9,10- b ]thiophenes, benzo[1,2- b:3,4- b ′:6,5- b ′′]trithiophenes, as well as new fused heterocycles containing a pyridine ring and/or a carbazole moiety.
Regio- and Stereoselective Electrophilic Cyclization Approach for the Protecting-Group-Free Synthesis of Alkaloids Lennoxamine, Chilenine, Fumaridine, 8-Oxypseudoplamatine, and 2- O-(Methyloxy)fagaronine
Yao, Tuanli,Guo, Zhen,Liang, Xiujuan,Qi, Lihan
, p. 13370 - 13380 (2018/10/24)
A unified strategy for protecting-group-free synthesis of alkaloids lennoxamine, chilenine, fumaridine, 8-oxypseudoplamatine, and 2-O-(methyloxy)fagaronine is reported. The core isoindolin-1-one and isoquinolin-1-one structures were built by a silver-cata
Enantioselective Allylic C?H Oxidation of Terminal Olefins to Isochromans by Palladium(II)/Chiral Sulfoxide Catalysis
Ammann, Stephen E.,Liu, Wei,White, M. Christina
supporting information, p. 9571 - 9575 (2016/08/10)
The enantioselective synthesis of isochroman motifs has been accomplished by palladium(II)-catalyzed allylic C?H oxidation from terminal olefin precursors. Critical to the success of this goal was the development and utilization of a novel chiral aryl sul
Stereospecific Synthesis of Tetrahydronaphtho[2,3-b]furans Enabled by a Nickel-Promoted Tandem Reductive Cyclization
Peng, Yu,Xiao, Jian,Xu, Xiao-Bo,Duan, Shu-Ming,Ren, Li,Shao, Yong-Liang,Wang, Ya-Wen
supporting information, p. 5170 - 5173 (2016/10/14)
A Ni-mediated cascade to a stereoselective synthesis of trans-tetrahydronaphtho[2,3-b]furans is efficiently achieved for the first time. The mild reductive system can be easily generated from inexpensive and air-stable materials and shows a broad positional tolerance of substituents that were previously difficult or impossible to access by other methods. Facile syntheses toward new analogues of therapeutic agents (iso)deoxypodophyllotoxin are also reported. In addition, the inherent substrate control is disclosed for the observed unique stereoselectivities during cyclizations.
Probing the steric space at the floor of the D1 dopamine receptor orthosteric binding domain: 7α-, 7β-, 8α-, and 8β-methyl substituted dihydrexidine analogues
Cueva, Juan Pablo,Gallardo-Godoy, Alejandra,Juncosa, Jose I.,Vidi, Pierre A.,Lill, Markus A.,Watts, Val J.,Nichols, David E.
scheme or table, p. 5508 - 5521 (2011/10/02)
To probe the space at the floor of the orthosteric ligand binding site in the dopamine D1 receptor, four methylated analogues of dihydrexidine (DHX) were synthesized with substitutions at the 7 and 8 positions. The 8α-axial, 8β-equatorial, and
DIHYDROPYRIDONE AMIDES AS P2X7 MODULATORS
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Page/Page column 31, (2010/07/04)
Compounds of the formula I: or pharmaceutically acceptable salts thereof, wherein m, n, R1, R2, R3, R4 and R5 are as defined herein. Also disclosed are methods of making the compounds and using the compounds for treatment of diseases associated with the P2X7 purinergic receptor.
Palladium-catalyzed carboxamidation reaction and aldol condensation reaction cascade: A facile approach to ring-fused isoquinolinones
Chouhan, Gagan,Alper, Howard
supporting information; experimental part, p. 4987 - 4990 (2009/05/31)
(Chemical Equation Presented) Palladium-catalyzed carboxamidation reaction and aldol condensation reaction cascade are very useful for the synthesis of various ABC ring substituted fused isoquinolinones.
Revisiting the Ullmann-ether reaction: A concise and amenable synthesis of novel dibenzoxepino[4,5-d]pyrazoles by intramolecular etheration of 4,5-(o,o′-halohydroxy)arylpyrazoles
Olivera, Roberto,SanMartin, Raul,Churruca, Fatima,Dominguez, Esther
, p. 7215 - 7225 (2007/10/03)
A concise synthesis of a series of novel dibenzoxepino[4,5-d]pyrazoles was accomplished by implementation of an intramolecular Ullmann-ether reaction on o,o'-halohydroxy-4,5-diarylpyrazoles mediated by CuBr·DMS. An alternative useful approach based on the palladium-catalyzed biarylether linkage formation (Buchwald-Hartwig reaction) was also successfully applied, offering limitations with regard to the steric demand of the substituents. The synthesis of the key o,o′-halohydroxy-4,5-diarylpyrazole intermediates proceeds through the construction of the heterocyclic ring by a tandem amine-exchange/heterocyclization sequence of 3-N,N-(dimethylamino)-1,2-diarylpropenones with phenylhydrazine followed by basic hydrolysis for deprotection. The enamino ketone precursors were conveniently prepared from the corresponding O-sulfonyloxy and O-benzoyloxy ortho-substituted 1,2-diarylethanones, starting from inexpensive salicylaldehyde or phenylacetic derivatives. Preliminary binding affinity experiments against peripheral and central nervous system receptors have been done with negative results.
A practical and cost-effective synthesis of 6,7-dimethoxy-2-tetralone
Qandil, Amjad M.,Miller, David W.,Nichols, David E.
, p. 2033 - 2035 (2007/10/03)
The cyclic ketone, 6,7-dimethoxy-2-tetralone, a versatile starting material for many dopaminergic compounds, can be prepared practically, cost- effectively and in good overall yield. The synthesis starts from readily available 3,4-dimethoxyphenylacetic ac
