132555-19-2

Upstream product

• 75-66-1 2-methylpropan-2-thiol 

Downstream Products

• 6721-67-1 tert-butyl benzyl ketone 
• 140244-86-6 1-(4-bromophenyl)-3,3-dimethyl-2-butanone 
• 74824-50-3 1,4-bis(3,3-dimethyl-2-oxobutyl)benzene 
• 81100-29-0 (4-bromo-phenyl)butylamine 
• 132555-39-6 Naphthalen-1-yl-carbamic acid 4'-bromo-5-methyl-biphenyl-2-yl ester 
• 6911-87-1 4-bromo-N-methylaniline 

Relevant academic research and scientific papers

A general procedure to selectively prepare N-alkylanilines by an unexpected reaction of (Z)-(tert-butylsulfanyl)(aryl)diazenes with alkyllithium reagents

A general procedure has been set up to prepare, selectively, the N-monoalkylanilines 7, reacting (Z)-(tert-butylsulfanyl)(aryl)diazenes 3 with alkyllithium 6 (MeLi, BuLi, s-BuLi, n-C6H13Li). The reactions were carried out in anhydrous diethyl ether at 0°C or - 78°C, depending on the reagent 6, and then at room temperature. In optimal conditions the yields of the pure products 7 (uncontaminated by dialkylation products) were from good to excellent: for 38 considered examples, 34 were positive with yields varying between 61percent and 91percent (average yield 78percent). Collateral proofs were carried out to support a hypothesized reaction mechanism.

Arylation of potassium 2,4-pentanedionate via S(RN)1 on diazosulfides

Potassium 2,4-pentanedionate reacts with diazosulfides (E)-1 and (Z)-2 in DMSO to give 3-aryl-2,4-pentanediones 3 via an S(RN)1 process. Advantages and drawbacks of such new access to 3 are reported together with relevant mechanistic implications.