147031-23-0Relevant articles and documents
New rhodium(II) catalyzed synthesis of 1,4-dicarbonyl compounds from α-diazo ketones using vinyl ethers as two-carbon synthons
Muthusamy, Sengodagounder,Srinivasan, Pandurangan
, p. 6297 - 6300 (2006)
Rhodium(II) acetate catalyzed reactions of various α-diazo ketones, and vinyl ethers afforded γ-ketoaldehydes or 1,4-diketones in a facile manner. In this process, oxycyclopropanes are formed as intermediates, and are subsequently ring opened in the prese
Stereocontrolled Synthesis of 1,4-Dicarbonyl Compounds by Photochemical Organocatalytic Acyl Radical Addition to Enals
Goti, Giulio,Bieszczad, Bartosz,Vega-Pe?aloza, Alberto,Melchiorre, Paolo
, p. 1213 - 1217 (2019/01/04)
We report a visible-light-mediated organocatalytic strategy for the enantioselective acyl radical conjugate addition to enals, leading to valuable 1,4-dicarbonyl compounds. The process capitalizes upon the excited-state reactivity of 4-acyl-1,4-dihydropyridines that, upon visible-light absorption, can trigger the generation of acyl radicals. By means of a chiral amine catalyst, iminium ion activation of enals ensures a stereoselective radical trap. We also demonstrate how the combination of this acylation process with a second catalyst-controlled bond-forming event allows to selectively access the full matrix of all possible stereoisomers of the resulting 2,3-substituted 1,4-dicarbonyl products.
Bioinspired Radical Stetter Reaction: Radical Umpolung Enabled by Ion-Pair Photocatalysis
Morack, Tobias,Mück-Lichtenfeld, Christian,Gilmour, Ryan
supporting information, p. 1208 - 1212 (2019/01/04)
A bioinspired, intermolecular radical Stetter reaction of α-keto acids and aldehydes is disclosed that is contingent on a formal “radical umpolung” concept. Enabled by secondary amine activation, electrostatic recognition ensures that the α-ketocarboxylic acids, which function as latent acyl radicals, are proximal to the in situ generated iminium salts. This photoactive contact ion pair is an electron donor–acceptor (EDA) complex, and undergoes facile single electron transfer (SET) and rapid decarboxylation prior to radical–radical recombination. Importantly, decarbonylation is mitigated by this strategy. The initial computational validation on which the process is predicated matches closely with experiment. Synergising organo- and photocatalysis activation principles finally expands the mechanistic and synthetic scope of the classic Stetter reaction to include α,β-unsaturated aldehydes as acceptors.
Metal-free oxidative direct C(sp3)-H bond functionalization of ethers with α,α-diaryl allylic alcohols
Chu, Xue-Qiang,Meng, Hua,Zi, You,Xu, Xiao-Ping,Ji, Shun-Jun
supporting information, p. 9718 - 9721 (2014/08/18)
A metal-free method for direct C(sp3)-H bond functionalization of simple ethers with α,α-diaryl allylic alcohols is described. The established protocol provides facile access to α-aryl-β-oxyalkylated carbonyl ketones via radical addition and a
Enone-alkyne reductive coupling: A versatile entry to substituted pyrroles
Thompson, Benjamin B.,Montgomery, John
supporting information; experimental part, p. 3289 - 3291 (2011/09/13)
The reductive coupling of enones or enals with alkynes, followed by olefin oxidative cleavage and Paal-Knorr cyclization, provides a versatile entry to a variety of pyrrole frameworks. A number of limitations of alternate entries to the requisite 1,4-dica
Arylpiperazines having activity at the serotonin 1A receptor
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, (2008/06/13)
A series of aryl piperazine compounds are effective pharmaceuticals for the treatment of conditions related to or affected by the serotonin 1A receptor; the compounds are particularly effective antagonists at that receptor, and are particularly useful for alleviating the symptoms of nicotine and tobacco withdrawal.
Piperidine derivatives having effects on serotonin related systems
-
, (2008/06/13)
The present invention provides the compounds of the following formula: Wherein the variables are as defined in the specification and a method for inhibiting the reuptake of seretonin, antagonizing the 5-HT1Areceptor and antagonizing the 5-HT2Areceptor which comprises administering to a subject in need of such treatment an effective amount of the compound of above formula.
Pyrrolidine and pyrroline derivatives having effects on serotonin related systems
-
Page column 40-41, (2010/02/05)
The present invention provides the compounds of the following formula (I): and a method for inhibiting the reuptake of seretonin, antagonizing the 5-HT1Areceptor and antagonizing the 5-HT2Areceptor which comprises administering to a subject in need of such treatment an effective amount of formula (I).
Azepine derivatives having effects on serotonin related systems
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, (2008/06/13)
The present invention provides compounds of formula I and a method of inhibiting the reuptake of serotonin, antagonizing the 5-HT1Areceptor and antagonizing the 5-HT2Areceptor which comprises administering to a subject in need of suc
Arylpiperazines having activity at the serotonin 1A receptor
-
, (2008/06/13)
A series of aryl piperazine compounds of the formula: or the pharmaceutically acceptable salts thereof, are effective pharmaceuticals for the treatment of conditions related to or affected by the serotonin 1Areceptor; the compounds are particularly effective antagonists at that receptor, and are particularly useful for alleviating the symptoms of nicotine and tobacco withdrawal.