127598-11-2

Upstream product

• 75-11-6 diiodomethane 
• 3893-40-1 N-(2-oxo-1-phenyl-propyl)-4-methyl-benzenosulfonamide 
• 103729-80-2 2-methyl-1-phenylprop-2-en-1-ol 
• 70-55-3 toluene-4-sulfonamide 
• 108-86-1 bromobenzene 
• 131544-23-5 N-tosyl-2-methylpropenimine 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 

Downstream Products

• 127598-01-0 N-((R)-3-Hydroxy-2-methyl-1-phenyl-propyl)-4-methyl-benzenesulfonamide 
• 127598-01-0 N-[3-hydroxy-2-methyl-1-phenylpropyl]-4-methylbenzenesulfonamide 
• 127598-01-0 N-((1S*,2S*)-3-hydroxy-2-methyl-1-phenylpropyl)-4-methylbenzenesulfonamide 

Relevant academic research and scientific papers

Palladium-catalyzed cascade 5-exo-trigradical cyclization/aromatic C-H alkylation with unactivated alkyl iodides

A novel and convenient palladium-catalyzed cascade 5-exo-trigradical cyclization/aromatic C-H alkylation with unactivated alkyl iodides has been described. This strategy provides an efficient access to a variety of 3a-methyl-1,2,3,3a,4,8b-hexahydroindeno[1,2-b]pyrrole derivatives, which facilitate access to a series of medically important heterocyclic bioactive molecules. This protocol involves mild catalytic reaction conditions and shows high functional group tolerance with high stereoselectivity. Mechanistic investigations reveal that an alkyl radical pathway is involved in this reaction.

Functional ion liquid method for catalytic synthesis of amine compounds

The invention discloses a method for synthesizing an amine compound catalyzed by functionalized ionic liquid. According to the method, functionalized ionic liquid is used as a catalyst to catalyze N-alkylation of amine and alcohol to synthesize corresponding compound derivatives. Acid functionalized ionic liquid is used as the catalyst to synthesize a series of compounds of amine. The method has the following advantages: a catalytic system is a metal-free system; the usage amount of the catalyst is small, and the catalyst has high catalytic activity, good stability and low corrosivity; operation is simple, and reaction is mild; post-treatment is easy, and the catalyst can be cyclically used.

Highly enantioselective Rh-Catalyzed Alkenylation of imines: Synthesis of Chiral Allylic Amines via Asymmetric addition of Potassium Alkenyltrifluoroborates to N-Tosyl imines

For the first time, simple N-tosyl aryl aldimines, prepared from the condensation of tosyl amide and aromatic aldehydes, can be used as substrates in the rhodium catalyzed 1,2- addition reaction using alkenylboron nucleophiles. In the presence of 1.5 mol % of [RhCl(1e)]2, enantioselective addition of various potassium alkenyltrifluoroborates to aryl aldimines furnished the corresponding chiral allylic amines in 73-96% yield and 72->99.5% ee. Notably, this method efficiently provides the di-, tri-, and tetrasubstituted allylic N-tosyl amines with high asymmetric induction.

Sulfonic acid-functionalized ionic liquids as metal-free, efficient and reusable catalysts for direct amination of alcohols

A series of sulfonic acid-functionalized (SO3H-functionalized) ionic liquids was synthesized and used as metal-free, highly selective and efficient catalysts for the direct amination of alcohols. Notably, the activities of the series of SO3H-functionalized ionic liquids were compared and a 92% isolated yield was obtained using 3-tetradecyl-1-(butyl-4- sulfonyl)imidazolium trifluoromethanesulfonate ([BsTdIM][OTf]) as the catalyst. Importantly, the catalytic system has wide substrate scope including benzylic, allyl, propargylic, aliphatic alcohols with sulfonamide, amide, carbamate, aromatic amine and N-heterocyclic compounds. Interestingly, the system was also suitable for a multi-gram scale direct amination of alcohols. Additionally, the reusable nature of [BsTdIM][OTf] makes this protocol more attractive and avoids the disposal and neutralization of acidic catalysts. Moreover, preliminary experiments indicated that this reaction should proceed via an SN1 pathway. Copyright

Manipulation of Substrate-Controlled Diastereoselectivities in Hydroborations in Acyclic Allylamine Derivatives

Racemic, and optically active, 2-methyl-3-(N-tosylamino)alkenes I were prepared and subjected to both catalyzed and uncatalyzed hydroborations.Data obtained for the catalyzed hydroborations of these allylamine derivatives are consistent with the theory of

SUBSTRATE-CONTROLLED DIASTEREOSELECTIVITY IN CATALYZED AND UNCATALYZED HYDROBORATIONS OF ALLYLIC AMINE DERIVATIVES

Hydroboration of the protected, homochiral allylic amines (6)-(10) with 9-BBN, and with catecholborane/rhodium catalyst, give different stereoselectivities; the catalyzed reactions provide access to syn-3-amino-2-methyl alcohols (11)-(15).