90690-41-8Relevant academic research and scientific papers
Electrocyclic Aromatic Substitution by the Diazo Group. Part 5. The Reactions of α-(2-Arylthienyl)diazoalkanes
Munro, David P.,Sharp, John T.
, p. 571 - 574 (2007/10/02)
3-Diazoalkyl-2-phenyl- and 2-diazoalkyl-3-phenyl-thiophenes have been generated from tosylhydrazone sodium salts.Neither species undergos 6? or 8? electrocyclisation of the diazo group and both give only carbene-derived products.The products from the 3-diazoalkylthiophenes (1; R =H, Me) depend on the nature of R, thus, (16) gives carbene 'dimer' and azine, while (21) reacts via an intramolecular path to give (22).The carbenes from the 2-diazothiophenes react via ring cleavage to give oligomers od γδ-acetylenic thioaldehydes.
