91813-32-0Relevant articles and documents
Intensified Microwave-Assisted N-Acylation Procedure - Synthesis and Activity Evaluation of TRPC3 Channel Agonists with a 1,3-Dihydro-2H-benzo[d]imidazol-2-one Core
Guedes de La Cruz, Gema,Svobodova, Barbora,Lichtenegger, Michaela,Tiapko, Oleksandra,Groschner, Klaus,Glasnov, Toma
, p. 695 - 700 (2017/03/21)
Upon controlled microwave heating and using cyanuric chloride as a coupling reagent, an efficient amidation procedure for the synthesis of 1,3-dihydro-2H-benzo[d]imidazol-2-one-based agonists of TRPC3/6 ion channels has been developed. Compared to the few conventional protocols, a drastic reduction in processing time from ca. 2 days down to 10 minutes was achieved accompanied by significantly improved product yields. The robustness of the method was confirmed by 18 additional examples including aromatic, aliphatic, and heterocyclic amines and acids. The obtained agonists were screened for biological activity at 1 μM concentration and few structure-activity relations have been established.
Aryl formate as bifunctional reagent: Applications in palladium-catalyzed carbonylative coupling reactions using in situ generated CO
Li, Haoquan,Neumann, Helfried,Beller, Matthias,Wu, Xiao-Feng
supporting information, p. 3183 - 3186 (2014/04/03)
After decades of development, carbonylation reactions have become one of the most powerful tools in modern organic synthesis. However, the requirement of CO gas limits the applications of such reactions. Reported herein is a versatile and practical protocol for carbonylative reactions which rely on the cooperation of phenyl formate and nonaflate, and the generation of CO in situ. This protocol has a high functional-group tolerance and could be applied in carbonylations with C, N, and, O nucleophiles. The corresponding amides, alkynones, furanones, and aryl benzoates were synthesized in good yields. Transformers: A versatile and practical protocol for carbonylation reactions involve the cooperation of phenyl formate and nonaflate with generation of CO in situ. This protocol has a high functional-group tolerance and could be applied in carbonylative couplings with C, N, and O nucleophiles. The corresponding amides, alkynones, furanones, and aryl benzoates were synthesized in good yield.
Palladium-catalyzed synthesis of benzimidazoles and quinazolinones from common precursors
Sadig, Jessie E. R.,Foster, Radleigh,Willis, Michael C.,Wakenhut, Florian
, p. 9473 - 9486,14 (2012/12/12)
N-(o-Halophenyl)imidoyl chlorides and the corresponding imidates are easily prepared and can be utilized as complementary precursors for the synthesis of important heterocycles. The synthesis of N-substituted benzimidazoles was possible from the palladium
A general and efficient synthesis of 2-substituted oxazolopyridines
Xu, Dan,Xu, Xianfang,Liu, Zongliang,Sun, Li-Ping,You, Qidong
scheme or table, p. 1172 - 1174 (2009/08/09)
Starting from commercially available halonitropyridines and haloaminopyridines, 2-substituted-oxazolo[5,4-b]pyridines, and 2-aryl-oxazolo[4,5-b]pyridines were synthesized in good yields by using a Cu(I)-mediated cyclization of halopyridylamides as a key step. Georg Thieme Verlag Stuttgart.
Organic metal complexes
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Page/Page column 5, (2008/12/08)
An organic metal complex is provided. The organic metal complex has formula (I): wherein R1 includes hydrogen, C1?C9 alkyl, C5?C8 cycloalkyl, or substituted or non-substituted aromatic groups, R2 and R3 comprise hydrogen,
Aminolysis of allyl esters with bislithium aryl amides
Faler, Catherine A.,Joullié, Madeleine M.
, p. 7229 - 7231 (2007/10/03)
The aminolysis of allyl esters with bislithium amides is reported. Tertiary aryl amides were synthesized in a one-pot reaction with bislithium amides and a suitable electrophile in good yields. The scope of this reaction was demonstrated with a variety of anilines and aminopyridines and applied to the synthesis of triphenylmethylacetamides.
Process for the synthesis of oxazolopyridine compounds
-
, (2008/06/13)
Process for the synthesis of compounds of formula (I): STR1 their pyridinium salts and N-oxides, in which formula: the nitrogen of the pyridine ring is situated in the α-, β-, γ- or δ-position with respect to the ring junction; R1 represents a halogen, a substituted or unsubstituted alkyl, a substituted or unsubstituted alkoxy or a nitro, substituted or unsubstituted amino, phenyl or cyano group; 0≤m≤2; R2 represents a lower alkyl or cycloalkyl group, a 5- or 6-membered heterocycle containing 1 or 2 hetero atoms, substituted or otherwise, or an aryl group STR2 such that: R3 represents a halogen, a substituted or unsubstituted alkyl, a substituted or unsubstituted alkoxy or a nitro, phenyl, substituted or unsubstituted sulfonyl, cyano, thioalkyl, substituted or unsubstituted amino, substituted or unsubstituted sulfinyl, mercapto, hydroxyl or ester group, 0≤n≤5 employing trimethylsilyl polyphosphate (PPSE) as a cyclization agent and enabling the compounds of formula (I) to be obtained in virtually quantitative yields. The compounds of formula I have anti-inflammatory, analgesic, and antipyretic activity.
A New Convenient Synthesis of 2-Aryl- and 2-Heteroaryloxazolopyridines
Flouzant, Christine,Guillaumet, Gerald
, p. 64 - 66 (2007/10/02)
Several 2-aryl- and 2-heteroaryloxazolopyridines were synthesized in high yields from 3-(arylcarbonylamino)-2-chloropyridines by heating in the presence of trimethylsilylpolyphosphate ester.
PALLADIUM-CATALYSED CYCLISATION OF 2-SUBSTITUTED HALOGENOARENES BY DEHYDROHALOGENATION
Ames, D.E.,Opalko, A.
, p. 1919 - 1926 (2007/10/02)
Cyclodehydrohalogenation mediated by various palladium catalysts and solvents with different bases (the most generally satisfactory system being palladium(II) acetate in NN-dimethylacetamide (DMA) with sodium carbonate as base) has been examined as a route to some heterocyclic systems.Whereas dehydrogenative cyclisation processes require stoichiometric amounts of palladium(II) reagent, the present procedure involves only catalytic amounts (0.1 molar proportion, or less), of palladium compound.The preparation of dibenzofuran, carbazole, fluorenone, 6H-dibenzothiazine-5,5-dioxide, 6H-dibenzopyran and benzofuranopyridine derivatives is described.The cyclisation of 3-benzamido-2-chloropyridine to 6-hydroxybenzonaphthiridine illustrates the regiospecificity of the process.
