61079-82-1Relevant academic research and scientific papers
Chemoselective Cleavage of Acylsulfonamides and Sulfonamides by Aluminum Halides
Sang, Dayong,Dong, Bingqian,Liu, Yunfeng,Tian, Juan
, p. 3586 - 3595 (2022/02/25)
The chemoselective cleavage of C-N bonds of amides, sulfonamides, and acylsulfonamides by aluminum halides is described. AlCl3and AlI3display complementary reactivities toward N-alkyl and N-acyl moieties. N-Alkylacylsulfonamides, sec
Palladium-catalyzed benzylation of arylboronic acids with N,N-ditosylbenzylamines
Yoon, Sangeun,Hong, Myeng Chan,Rhee, Hakjune
, p. 4206 - 4211 (2014/05/20)
The palladium-catalyzed coupling of N,N-ditosylbenzylamines with arylboronic acids has been investigated, and the resulting diarylmethanes were obtained in high yields. Conversion of the amine to a N,N-ditosylimide group provided an efficient leaving group for the Pd-catalyzed benzylation of arylboronic acids.
Nickel-catalyzed one-pot Suzuki-Miyaura cross-coupling of phenols and arylboronic acids mediated by N,N-ditosylaniline
Chen, Liangshun,Lang, Hongyue,Fang, Lei,Zhu, Mengyun,Liu, Jinqian,Yu, Jianjun,Wang, Limin
supporting information, p. 4953 - 4957 (2014/08/18)
An efficient method for the construction of two distinct C aryl-Caryl bonds through the Ni-catalyzed Suzuki-Miyaura cross-coupling of phenols with arylboronic acids has been developed. This reaction proceeds through the in situ tosylation of phenols by using N,N-ditosylaniline as the sulfonylating reagent, which is highly active, markedly stable, and easily prepared. The scope with respect to the coupling partners - phenols and boronic acids - is broad, and sensitive functional groups are tolerated. Phenols, especially those containing an unprotected amino group, which are generally problematic for coupling under conventional one-pot conditions, are also viable substrates in this transformation.
Cross-coupling of grignard reagents with sulfonyl-activated sp3 carbon-nitrogen bonds
Li, Man-Bo,Tang, Xiang-Ling,Tian, Shi-Kai
supporting information; experimental part, p. 1980 - 1984 (2011/10/12)
Sulfonyl-activated sp3 carbon-nitrogen bonds have been found to be cleaved by Grignard reagents in the presence of 5 mol% of copper(I) iodide (CuI). Significantly, a broad range of sulfonyl-activated benzylic, allylic, and propargylic amines smoothly undergo the cross-coupling reaction with Grignard reagents to afford structurally diverse coupling products in good to excellent yields and with high chemo-, regio-, and stereoselectivity. Moreover, an S N2 mechanism has been demonstrated to be involved in the cross-coupling reaction that allows the asymmetric synthesis of chiral hydrocarbons from optically active α-branched amine derivatives. Copyright
Conversion of Amines into Phenylsulfides and Phenylselenides via Ditosylamides
Mller, Paul,Thi, Minh Phuong Nguyen
, p. 2168 - 2172 (2007/10/02)
Amines are converted in good to excellent yields to phenylsulfides or phenylselenides via nucleophilic displacement on the corresponding ditosylamides.The conversion of (-)-(S)-1-phenylethylamine to the chiral phenylsulfide 6 was found to proceed with inv
