908013-49-0

Upstream product

• 816444-61-8 N-[(1S)-amino(4-tolyl)oxido-λ⁴-sulfanylidene]tosylamide 
• 100-41-4 ethylbenzene 
• 10439-23-3 4-methylbenzenesulfinyl chloride 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 94892-50-9 (rac)-(-)-N-(p-toluenesulfonyl)-p-toluenesulfonimidamide 
• 622-98-0 4-chloro(ethylbenzene) 
• 1861-01-4 ethylbenzene-1,1-d2 
• 459-47-2 1-ethyl-4-fluorobenzene 
• 1585-07-5 1-bromo-4-ethylbenzene 
• 100-12-9 4-ethylnitrobenzene 
• 622-96-8 4-methylethylbenzene 
• 1515-95-3 p-ethylanisole 
• 108875-13-4 N-(4-methylbenzenesulfonyl) 4-methylphenyl sulfonimidoyl chloride 

Downstream Products

• 1259394-39-2 (S)-N-[((R)-10,11-dihydro-5H-dibenzo[a,d][7]annulen-10-ylamino)(4-tolyl)oxido-λ⁴-sulfanylidene]tosylamide 
• 908013-58-1 (S)-N-[[((R)-1-acetyl-1,2,3,4-tetrahydroquinolin-4-yl)amino](4-tolyl)oxido-λ⁴-sulfanylidene]tosylamide 
• 1005795-42-5 (S)-N-[[((R)-3-methylcyclohex-2-en-1-yl)amino](4-tolyl)oxido-λ⁴-sulfanylidene]tosylamide 
• 1259394-51-8 (S)-N-{(4-tolyl)(oxido)[((1S,2R,5S)-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-yl)amino]-λ⁴-sulfanylidene}tosylamide 
• 1396021-11-6 (S)-N-{(4-tolyl)(oxido)[((1S,2S,5S)-4,6,6-trimethylbicyclo[3.1.1]hept-3-en-2-yl)amino]-λ⁴-sulfanylidene}tosylamide 
• 1005795-46-9 (S)-N-[[((R)-1,3-dimethylbut-2-en-1-yl)amino](4-tolyl)oxido-λ⁴-sulfanylidene]tosylamide 
• 1396022-02-8 (S)-N-[[(3,5-dimethyl-1-adamantyl)amino](4-tolyl)oxido-λ⁴-sulfanylidene]tosylamide 
• 1396022-10-8 (S)-N-[(4-tolyl)(oxido)(5′H-spiro[1,3-dioxolane-2,2′-tricyclo[3.3.1.1^3,7]decan]-5′-ylamino)-λ⁴-sulfanylidene]tosylamide 

Relevant academic research and scientific papers

Asymmetric Synthesis of amines through rhodium-catalyzed C-H amination with sulfonimidoylnitrenes

An efficient asymmetric C-H amination of benzylic and allylic substrates, as well as of adamantane derivatives, through catalytic C-H insertion of a chiral nitrene is reported. The reaction involves a chiral rhodium(II) complex, an iodine(III) oxidant, an

Studies in catalytic C-H amination involving nitrene C-H insertion

Stereoselective catalytic intermolecular C-H amination of complex molecules is reported. Site-selective functionalizations occur with very good yields up to 91% and excellent d.e.s up to 99%. However, the precise nature of the nitrene C-H insertion remains a matter of debate despite several physical organic experiments.

Toward a synthetically useful stereoselective C-H amination of hydrocarbons

Reaction between a sulfur(VI) compound and an iodine(III) oxidant in the presence of a catalytic quantity (≤3 mol %) of a rhodium(II) catalyst leads to the formation of a chiral metallanitrene of unprecedented reactivity. The latter allows intermolecular C-H amination to proceed in very high yields up to 92% and excellent diastereoselectivities up to 99% with C-H bond containing starting materials as the limiting component. The scope of this C-H functionalization includes benzylic and allylic substrates as well as alkanes. Secondary positions react preferentially, but insertion into activated primary C-H bonds or sterically accessible tertiary sites is also possible. Cooperative effects between the nitrene precursor and the chiral catalyst at the origin of these good results have also been applied to kinetic resolution of racemic sulfonimidamide. This methodology paves the way to the use of Csp3-H bonds as synthetic precursors for the introduction of a nitrogen functionality into selected positions.

Stereoselective rhodium-catalyzed lmination of sulfides

(Chemical Equation Presented) The preparation of optically active sulfilimines via the catalytic diastereoselective imination of sulfides using a chiral nitrene is described. Excellent yields up to 97% and good diastereoselectivities up to 96% have been obtained. Oxidation of the sulfilimines then stereospecifically affords the corresponding sulfoximines with very good yields in the 88-96% range.

Efficient diastereoselective intermolecular rhodium-catalyzed C-H amination

(Chemical Equation Presented) Successful matchmaking: The combination of a chiral nitrene precursor with a chiral rhodium(II) catalyst is the key factor that allows efficient intermolecular regioselective C-H amination. Good-to-excellent yields and excellent diastereoselectivities can be obtained with a stoichiometric amount of the C-H bond containing substrate. nttl = N-1,8-naphthoyl-tert-leucine.