Regioselective and stepwise [8 + 2] cycloaddition reaction between alkynyl-Fischer carbene complexes and tropothione.
The formal [8 + 2] cycloaddition reaction between alkynyl Fischer carbene complexes and tropothione leads to the regioselective formation of novel 3aH-cyclohepta[b]thiophene carbene complexes. Computational DFT calculations indicate that the process proceeds stepwise via antiaromatic zwitterionic intermediates.
Departamento de Química Orgánica I, Facultad de Ciencias Químicas, Universidad Complutense de Madrid, 28040 Madrid, Spain.
Alexandra R
AR
Rivero
Israel
I
Fernández
Miguel A
MA
Sierra
D000480:Alkynes / Q000737:chemistry*; D003500:Cyclization; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D013871:Thiones / Q000737:chemistry*; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry
D000480:Alkynes; D013871:Thiones; D013876:Thiophenes; C030011:carbene; D008697:Methane