115377-87-2

Upstream product

• 24865-82-5 N-(4-methylbenzylidene)benzenesulfonamide 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 85653-71-0 2-Benzenesulfonyl-3-p-tolyl-oxaziridine 
• 69519-10-4 2-(p-tolyl)-1,3,2-dioxaborolane 
• 664985-99-3 (E)-N-(4-methoxybenzylidene)benzenesulfonamide 
• 5123-18-2 2-p-tolyl-[1,3,6,2]dioxazaborocane 
• 5720-05-8 4-methylphenylboronic acid 
• 85107-38-6 2-(4-methylphenyl)-benzo-1,3-dioxa-2-borole 
• 4463-41-6 2-(p-tolyl)-1,3,2-dioxaborinane 
• 195062-57-8 p-tolylboronic pinacol ester 

Relevant academic research and scientific papers

Rhodium-catalyzed addition of arylboronic acids to N-sulfonyl aldimines

The addition of arylboronic acids, ArB(OH)2, to N-phenylsulfonyl aldimines, RCH=NSO2Ph (R = alkyl, aryl, 1-alkenyl), giving R(Ar)CHNHSO2Ph was carried out at 95 °C in the presence of a rhodium catalyst. [Rh(cod)(MeCN)2]BF4 (3 mol%) was found to be the best catalyst for aryl aldimines and Rh(acac)(coe)2/i-Pr3P for alkyl and 1-alkenyl aldimines. The analogous reactions of arylboronic esters, such as 1,2-ethanediol and 1,3-propanediol ester, yielded the addition products in the presence of two equivalents of Et3N.

THE MECHANISM OF HYDROXYLATION OF ORGANOMETALLIC REAGENTS BY 2-SULFONYLOXAZIRIDINES

The hydroxylation of organometallic reagents (RM) by 2-sulfonyloxaziridines 1 is shown to involve a hemiaminal intermediate 2, whose stability is apparently related to the nucleophilicity of the hydroxylated product (ROH).