951762-64-4

Upstream product

• 98-03-3 thiophene-2-carbaldehyde 
• 70-55-3 toluene-4-sulfonamide 

Downstream Products

• 1447965-15-2 2-(2-(2-methylphenyl)-3-tosyloxazolidin-4-yl)-1-phenylethanone 
• 1447965-16-3 2-(2-(2-methylphenyl)-3-tosyloxazolidin-4-yl)-1-phenylethanone 

Relevant academic research and scientific papers

A General Method for Imine Formation Using B(OCH2CF3)3

Tris(2,2,2-trifluoroethyl)borate [B(OCH2CF3)3] was found to be a mild and general reagent for the formation of a variety of imines by condensation of amides or amines with carbonyl compounds. N-Sulfinyl, N-toluenesulfonyl,

Highly Enantioselective Ferrocenyl Palladacycle-Acetate Catalysed Arylation of Aldimines and Ketimines with Arylboroxines

Benzylic N-substituted stereocenters constitute a frequent structural motif in drugs. Their highly enantioselective generation is hence of technical importance. An attractive strategy is the arylation of imines with organoboron reagents. Chiral Rh complexes have reached a high level of productivity for this reaction type. In this article we describe that an electron rich PdIIcatalyst also performs well in the arylation of aldimines, comparable to the best Rh catalysts. The ferrocenyl palladacycle-acetate catalyst allows for a broad substrate scope and very high enantioselectivities. Commonly observed side reactions like aryl–aryl homocouplings and imine hydrolysis could be blocked. Mechanistic studies implicate that a) the acetate ligand is crucial for transmetallation, b) the active catalyst is most likely a palladacycle-OAc monomer, c) the rate limiting step is probably the product release. By added KOAc the arylation could also be applied to ketimines.

Exogenous-Base-Free Palladacycle-Catalyzed Highly Enantioselective Arylation of Imines with Arylboroxines

Enantiomerically pure benzylic amines are important for the development of new drugs. A readily accessible planar-chiral ferrocene-derived palladacycle is shown to be a highly efficient catalyst for the formation of N-substituted benzylic stereocenters; t

Green, Catalyst-Free Protocol for the Efficient Synthesis of N-Sulfonyl Aldimines and Ketimines in Ionic Liquid [Bmim]Br

Sulfonamides are efficiently condensed with aldehydes as well as ketones in the absence of catalyst in 1-butyl-3-methylimidazolium bromide ([bmim]Br) under microwave irradiation to afford N-sulfonyl aldimines and ketimines in good to excellent yields in s

A facile synthesis of N-sulfonyl and N-sulfinyl aldimines under Barbier-type conditions

(Chemical Equation Presented) A convenient synthesis of N-sulfonyl- and N-sulfinylimines by the condensation of aldehydes with sulfonyl or sulfinyl amides in the presence of benzyl bromide and zinc dust at room temperature under the Barbier-type condition

Small-molecule inhibitors of protein geranylgeranyltransferase type I

Small molecules that inhibit the geranylgeranylation of K-Ras4B and RhoA by protein geranylgeranyltransferase type I (GGTase-I) were identified from chemical genetic screens of heterocycles synthesized through phosphine catalysis of allenes. To further improve the efficacy of the GGTase-I inhibitors (GGTIs), 4288 related compounds bearing core dihydropyrrole/pyrrolidine and tetrahydropyridine/piperidine scaffolds were synthesized on SynPhase lanterns in a split-pool manner through phosphine-catalyzed [3 + 2] and [4 + 2] annulations of resin-bound allenoates. Testing of the 4288 analogues resulted in several GGTIs exhibiting submicromolar IC50 values. Because proteins such as Ras and Rho GTPases are implicated in oncogenesis and metastasis, these GGTIs might ultimately lead to the development of novel antitumor therapeutics. Copyright

Synthesis of novel functionalized N-tosylaldimines

Condensation of a variety of aromatic aldehydes with p-toluenesulfonamide in the presence of Lewis acids affords novel functionally varied aromatic N-tosylaldimines in good yields. A diverse array of aromatic aldehydes was examined, each containing a uniq