405219-34-3Relevant academic research and scientific papers
Functional group divergence and the structural basis of acridine photocatalysis revealed by direct decarboxysulfonylation
Arman, Hadi D.,Haug, Graham C.,Karki, Guna B.,Larionov, Oleg V.,Nguyen, Viet D.,Nguyen, Vu T.,Vuong, Ngan T. H.
, p. 4170 - 4179 (2022/04/14)
The reactivity of the sulfonyl group varies dramatically from nucleophilic sulfinates through chemically robust sulfones to electrophilic sulfonyl halides—a feature that has been used extensively in medicinal chemistry, synthesis, and materials science, especially as bioisosteric replacements and structural analogs of carboxylic acids and other carbonyls. Despite the great synthetic potential of the carboxylic to sulfonyl functional group interconversions, a method that can convert carboxylic acids directly to sulfones, sulfinates and sulfonyl halides has remained out of reach. We report herein the development of a photocatalytic system that for the first time enables direct decarboxylative conversion of carboxylic acids to sulfones and sulfinates, as well as sulfonyl chlorides and fluorides in one step and in a multicomponent fashion. A mechanistic study prompted by the development of the new method revealed the key structural features of the acridine photocatalysts that facilitate the decarboxylative transformations and provided an informative and predictive multivariate linear regression model that quantitatively relates the structural features with the photocatalytic activity.
Towards Uniform Iodine Catalysis: Intramolecular C?H Amination of Arenes under Visible Light
Martínez, Claudio,Bosnidou, Alexandra E.,Allmendinger, Simon,Mu?iz, Kilian
, p. 9929 - 9932 (2016/07/19)
A photochemical catalytic amination of arenes is presented. The reaction proceeds under benign iodine catalysis in the presence of visible light as the initiator and provides access to a range of differently substituted arylamines. A total of 29 examples demonstrate the broad applicability of this mild oxidation method. The scope of the reaction could further be expanded to silyl-tethered derivatives, which undergo intramolecular amination upon formation of seven-membered heterocycles. Cleavage of the silicon tether provides access to the corresponding 3-substituted anilines.
Remote meta C-H bond functionalization of 2-phenethylsulphonic acid and 3-phenylpropanoic acid derivatives
Modak, Atanu,Mondal, Anirban,Watile, Rahul,Mukherjee, Semanti,Maiti, Debabrata
supporting information, p. 13916 - 13919 (2016/12/06)
This discovery illustrates selective meta C-H bond activation from multiple non-equivalent C-H bonds present in medicinally relevant arylethanesulfonic acid and the 2-arylpropanoic acid moiety using weakly coordinating nitrile as a directing group. Transformation of the meta olefinated compounds to important organic molecules has been demonstrated. Efforts were made to obtain mechanistic detail of the meta C-H bond functionalization reaction.
N-substituted nonaryl-heterocyclo amidyl NMDA/NR2B Antagonists
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, (2008/06/13)
Compounds represented by Formula (I): or pharmaceutically acceptable salts thereof, are effective as NMDA NR2B antagonists useful for relieving pain.
N-substituted nonaryl-heterocyclic NMDA/NR2B antagonists
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, (2019/08/08)
Compounds represented by Formula (I): 1or pharmaceutically acceptable salts thereof, are effective as NMDA NR2B antagonists useful for relieving pain.
New pyridazine endothelin antagonists
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, (2008/06/13)
Compounds of formula (I), pharmaceutical formulations thereof and the use of such compounds for treating endothelin mediated diseases or conditions are described herein. The compounds of the present invention have affinity for endothelin receptors, are se
New pyridazine endothelin antagonists
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Page 17-18, (2010/01/31)
Compounds of formula (I) have affinity for endothelin receptors, are selective for ETA over ETB, and are potentially useful in the treatment of conditions mediated by endothelin.
