28268-26-0Relevant academic research and scientific papers
Arylation and alkenylation of activated alkyl halides using sulfonamides
Greaney, Michael F.,Johnson, Stuart,Kovács, Ervin
, p. 3222 - 3224 (2020)
A variety of quaternary aryl amino acid derivatives can be synthesised using tandem SN2/Smiles rearrangement chemistry involving aryl sulfonamides and α-chloro carbonyl compounds. The reaction harnesses a sulfur dioxide extrusion pathway to construct a C-N and C-Caryl bond under simple conditions with no requirement for organometallics or transition metal catalysts. The reaction is also successful for alkenyl sulfonamides, producing sterically congested quaternary alkene amino acid derivatives.
