14061-01-9

Upstream product

• 117-99-7 2-Hydroxybenzophenone 
• 108-95-2 phenol 
• 3117-37-1 3-phenyl-3H-benzofuran-2-one 
• 611-71-2 MANDELIC ACID 
• 90-02-8 salicylaldehyde 
• 1189-71-5 isocyanate de chlorosulfonyle 

Relevant academic research and scientific papers

Nickel-Catalyzed Asymmetric Hydrogenation of N-Sulfonyl Imines

An efficient nickel-catalyzed asymmetric hydrogenation of N-tBu-sulfonyl imines was developed with excellent yields and enantioselectivities using (R,R)-QuinoxP* as a chiral ligand. The use of a much lower catalyst loading (0.0095 mol %, S/C=10500) represents the highest catalytic activity for the Ni-catalyzed asymmetric hydrogenations reported so far. Mechanistic studies suggest that a coordination equilibrium exists between the nickel salt and its complex, and that excess nickel salt promotes the formation of the active Ni-complex, and therefore improved the efficiency of the hydrogenation. The catalytic cycle was also investigated by calculations to determine the origin of the enantioselectivity. An extensive network of numerous weak attractive interactions was found to exist between the catalyst and substrate in the transition state and may also contribute to the high catalytic activity.

High performance of a palladium phosphinooxazoline catalyst in the asymmetric arylation of cyclic N-sulfonyl ketimines

A cationic palladium complex with a chiral phosphine-oxazoline ligand (iPr-phox) showed high catalytic activity and enantioselectivity in the asymmetric addition of arylboronic acids to six-membered cyclic N-sulfonyl ketimines to give high yields of the corresponding chiral cyclic sulfamidates with 96-99.9 % ee. The products have tetrasubstituted stereogenic centers with an amino group and a triaryl or alkyldiaryl group as substituents.

Energy-, time-, and labor-saving synthesis of α-ketiminophosphonates: Machine-learning-assisted simultaneous multiparameter screening for electrochemical oxidation

A highly efficient synthesis of α-ketiminophosphonates has been established for the electrochemical oxidation of α-amino phosphonates with the utilization of machine-learning-assisted simultaneous multiparameter screening. After brief experimental screening, the Bayesian optimization with the experimental data (up to 12 entries) could rapidly predict the optimal conditions for the synthesis of α-ketiminophosphonates and sulfonyl ketimines with aryl and alkyl groups. The obtained α-ketiminophosphonates could be converted into highly functionalized α-amino acid analogues with a tetrasubstituted carbon center.

Nickel-Catalyzed Decarbonyloxidation of 3-Aryl Benzofuran-2(3H)-ones to 2-Hydroxybenzophenones

We have developed a protocol to facilitate the nickel-catalyzed decarbonyloxidation of 3-aryl benzofuran-2(3H)-ones to 2-hydroxybenzophenones under mild conditions, which is an efficient approach for the decarbonyloxidation of lactones in organic synthesis. A diverse range of substrates can undergo C(O)-O/C(O)-C bond cleavage to generate the target products in good yields. These 2-hydroxybenzophenones can be converted into a variety of compounds via reactions such as esterification, cyclization, and reduction.

Efficient visible-light photocatalytic aerobic oxidation of cyclic sulfamides to imines

A highly efficient photocatalytic aerobic oxidation of cyclic sulfamides to synthesize cyclic N-sulfonyl imines with Ir(ppy)2(dtbpy)PF6 as photocatalyst is reported. These environmentally friendly transformations exihibit good to excellent isolated yields and good generality with respect to both five-membered and six-membered cyclic sulfamides.

Rh(III)-catalyzed aldehyde C-H bond functionalization of salicylaldehydes with arylboronic acids

A Rh(III)-catalyzed aldehyde C-H bond functionalization of salicylaldehydes with arylboronic acids has been developed, with features of mild reaction condition and high efficiency. Furthermore, the functionalized 2-hydroxybenzophenone could be subject to divergent synthesis of heterocycles.

Enantioselective synthesis of cyclic sulfamidates via Pd-catalyzed hydrogenation

Using Pd(CF3;CO2)2/(S,S)-f-binaphane as the catalyst, an efficient enantioselective synthesis of cyclic sulfamidates was developed via asymmetric hydrogenation of the corresponding cyclic imines in 2,2,2-trifluoroethanol at room temperature with high enantioselectivities (up to 99% ee).

Reaction of 1,2,3-Benzoxathiazine-2,2-dioxides with 1,3-Diphenylnitrilimine: Synthesis of a New Heterocyclic System

A new class of heterocyclic system (3a-g) has been synthesized by reacting 1,3-diphenylnitrilimine, generated in situ, with 1,2,3-benzoxathiazine-2,2-dioxides (1a-g).