1069111-71-2

Upstream product

• 7677-24-9 trimethylsilyl cyanide 
• 1426-55-7 (4-fluorophenyl)-(4-methoxyphenyl)-methanol 
• 2729-19-3 2-(4-Fluorophenyl)-1-(4-methoxyphenyl)ethan-1-one 

Relevant academic research and scientific papers

BF3·OEt2-mediated [1,2]-aryl shift: Synthesis of functionalized α-arylnitriles via the bromination/cyanation/deformylation of substituted deoxybenzoin

A new sequential, tandem synthesis of functionalized α-arylnitriles via the bromination/cyanation/deformylation of substituted deoxybenzoin has developed. CuBr2-promoted bromination of substituted deoxybenzoins gives 2-bromo-2-arylacetophenne 3. The cyanation of 3 with sodium cyanide (NaCN) generates epoxynitrile. Then, a treatment of epoxynitrile with BF3·OEt2 results in the formation of functionalized α-arylnitriles 4 via a 1,2-aryl shift.

Facile preparation of α-aryl nitriles by direct cyanation of alcohols with TMSCN under the catalysis of InX3

(Chemical Equation Presented) A convenient and efficient synthesis of α-aryl nitrites was developed by direct cyanation of alcohols with TMSCN under the catalysis of Lewis acid. Using 5-10 mol % of InBr3 as the catalyst, a variety of benzylic alcohols can be converted to the corresponding nitriles in 5-30 min with yields of 46-99%.