103857-71-2Relevant academic research and scientific papers
Use of the 2-Pyridinesulfonyloxy Leaving Group for the Fast Copper-Catalyzed Coupling Reaction at Secondary Alkyl Carbons with Grignard Reagents
Shinohara, Riku,Morita, Masao,Ogawa, Narihito,Kobayashi, Yuichi
supporting information, p. 3247 - 3251 (2019/05/10)
Investigation of the copper-catalyzed coupling reaction of 2-pyridinesulfonates with Grignard reagents revealed that reactions with catalytic Cu(OTf)2 were completed in 40 min. The results differed from those of the previous CuI-catalyzed reactions of tosylates in the presence of additives (LiOMe and TMEDA) for 12-24 h. It was shown that the preferred coordination of the leaving group to the reagents accelerated the reaction. Successful reagents were MeMgCl and other RMgX. Complete inversion was established.
Analyzing site selectivity in Rh2(esp)2-catalyzed intermolecular C-H amination reactions
Bess, Elizabeth N.,Deluca, Ryan J.,Tindall, Daniel J.,Oderinde, Martins S.,Roizen, Jennifer L.,Du Bois,Sigman, Matthew S.
, p. 5783 - 5789 (2014/05/06)
Predicting site selectivity in C-H bond oxidation reactions involving heteroatom transfer is challenged by the small energetic differences between disparate bond types and the subtle interplay of steric and electronic effects that influence reactivity. Herein, the factors governing selective Rh 2(esp)2-catalyzed C-H amination of isoamylbenzene derivatives are investigated, where modification to both the nitrogen source, a sulfamate ester, and substrate are shown to impact isomeric product ratios. Linear regression mathematical modeling is used to define a relationship that equates both IR stretching parameters and Hammett σ+ values to the differential free energy of benzylic versus tertiary C-H amination. This model has informed the development of a novel sulfamate ester, which affords the highest benzylic-to-tertiary site selectivity (9.5:1) observed for this system.
Thiophenesulfonamides as endothelin receptor antagonists
Raju,Wu, Chengde,Kois, Adam,Verner, Erik,Okun, Ilya,Stavros, Fiona,Chan, Ming Fai
, p. 2651 - 2656 (2007/10/03)
The synthesis and in vitro binding affinities of a series of thiophenesulfonamides as ET(A) selective endothelin receptor antagonists is described. The most potent inhibitor displayed an IC50 of 43 nM and 3 μM to ET(A) and ET(B) receptors, respectively.
