67087-37-0

Upstream product

• 110-05-4 di-tert-butyl peroxide 
• 121034-19-3 (phenyl)(ethyl)(imino)-λ⁶-sulfanone 
• 13061-96-6 dihydroxy-methyl-borane 
• 51207-25-1 ethylphenylsulfoxide 
• 614-45-9 tert-Butyl peroxybenzoate 
• 33993-53-2 N,S-dimethyl-S-phenylsulfoximine 
• 74-88-4 methyl iodide 

Downstream Products

• 19780-51-9 Ethylidenecyclooctane 
• 42764-72-7 C₁₇H₂₇NO₂S 
• 342618-08-0 S-(1-Chlorethyl)-N-methyl-S-phenylsulfoximin 
• 42764-70-5 C₁₅H₂₅NO₂S 
• 200135-59-7 S-tert-butyl-N-methyl-S-phenylsulfoximine 
• 87181-00-8 C₉H₁₁NO₂S₂ 
• 87181-02-0 C₁₅H₂₁NO₂S₂ 
• 87181-00-8 C₉H₁₁NO₂S₂ 
• 87181-02-0 C₁₅H₂₁NO₂S₂ 
• 1071115-45-1 C₁₂H₂₁NOSSi 

Relevant academic research and scientific papers

N - methylation of the sulfoxide of imine derivative (by machine translation)

A simple, clean and high-effective synthetic method of a novel N-methylated sulfoximine derivative is provided in the invention. The invention relates to the fields of pesticides, organic chemical engineering and fine chemical engineering. The method essentially is an organic synthesis reaction that a methyl free radical, which is generated from peroxides, and a sulfoximine compound are subjected to free radical coupling to form new C-N bonds. The method includes the step of carrying out a reaction to obtain the N-methylated sulfoximine derivative in a common organic solvent under a heating condition from the raw materials including diphenyl sulfoximine and a methylating reagent (peroxides) under the catalysis by copper. The method is 2-20 h in reaction time under a heating and stirring condition. The molar ratio of the raw materials is that the diphenyl sulfoximine to the methylating reagent is 1:0.5-3.0. The raw materials are reacted under the heating condition and then reaction products are subjected to simple after treatments to obtain the N-methylated sulfoximine derivative at a yield being 36-87%. The invention develops a series of N-methylating methods based on a free radical process to prepare a series of N-methylated sulfoximine derivatives. The method is simple in operation and after treatments, and is simple and practical in synthesis of these compounds.

Copper promoted: N -alkylation of sulfoximines with alkylboronic acid under mild conditions

The copper meditated N-methylation of sulfoximines using methylboronic acid is reported. The reactions provide excellent yields in a short span of time under mild conditions. The optimized conditions were also found to be suitable for the N-alkylation of sulfoximine with different alkylboronic acids. In addition, N-methylation and cyclopropylation of the bioactive l-methionine sulfoximine derivative was demonstrated under standard reaction conditions.

Copper-catalyzed N-methylation/ethylation of sulfoximines

A protocol for the copper-catalyzed N-methylation of sulfoximines with di-tert-butyl peroxide (DTBP) was developed. This protocol has good functional group tolerance leading to N-methylated sulfoximines in moderate to good yields. Besides, N-ethylation of sulfoximines was achieved in the presence of bis(1,1-dimethylpropyl)peroxide as the ethylating agent under a standard procedure.

Direct Access to N -Alkylsulfoximines from Sulfides by a Sequential Imidation/Oxidation Procedure

Synthetically relevant N-alkyl-substituted sulfoximines are directly prepared from sulfides by an unprecedented one-pot imidation/oxidation sequence. In situ generated N-bromoalkylamines serve as readily accessible imidating agents leading to N-alkylsulfiliminium bromides that are subsequently oxidized providing the corresponding N-alkylsulfoximines. In this manner, gram quantities of the products can be obtained in a short period of time avoiding the use of toxic and cumbersome to handle alkylating reagents.

COMPLETE ASYMMETRIC INDUCTIONS IN DIELS-ALDER REACTIONS OF CHIRAL SULFINES

Complete asymmetric induction was observed during the cycloaddition reaction of 2,3-dimethyl-1,3-butadiene with chiral, camphor or sulfoximino substituted, sulfines.