107319-67-5Relevant academic research and scientific papers
Cycloadditions of N=S functions to cyclopentadienones
Chabane, Hadjila,Meth-Cohn, Otto,Rees, Charles W.,White, Andrew J. P.,Williams, David J.
, p. 6709 - 6711 (2007/10/03)
Cyclopentadienones react with EtO2CN=S=O and related N=S reagents to provide ready syntheses of 1,2,5-thiadiazolidines (8, 12, 17), diaminosulfanes (11, 13), an aminocyclopentenone (10) and the first unoxidised 1,2,3-oxathiazolidine (16), all i
Benzocyclo-octenes. Part 5. Thermal Rearrangements of Benzocyclo-octenes to Benzocyclopropapentalenes.
Barton, John W.,Shepherd, Michael K.
, p. 961 - 966 (2007/10/02)
Substituted benzocyclo-octenes may undergo thermal rearrangement to 2a,2b,6b,6c-tetrahydrobenzocyclopropapentalenes.The ease of this reaction depends on the substituents, and is facilitated by the presence of phenyl groups in the 6- and 9- positio
Synthesis and Rearrangement of Alkylaryl- and Aryl-substituted Dihydrosemibullvalenes by Thermolysis of 7,8-Fused Cyclo-octa-1,3,5-triene Derivatives
Greenfield, Simon,Mackenzie, Kenneth
, p. 1651 - 1666 (2007/10/02)
The thermal cycloaddition of a cyclobuteno-dienophile (1) with cyclopentadienones has been systematically investigated; the stereoisomeric adducts give convenient access by decarbonylation to a variety of tetra-aryl, methyltriphenyl-, triphenyl-, tri-t-butyl-, and dimethyldiphenyl-cyclo-octa-1,3,5-triene derivatives as the products of electrocyclic ring-opening of the valence-tautomeric primary products of cheletropic bridge-extrusion, viz. bicyclooctadienes.These compounds provide useful models for investigation of equilibria between the electrocyclic valence tautomers, the scope and mechanism for thermal cross-cyclisations in, for example, unsymmetrically substituted cyclooctatrienes, and the thermal vinyl-cyclopropane (1,3-allylic shift) isomerisation and/or H-atom transfer disproportionation of the resulting arylated and alkylaryldihydrosemibullvalenes.The results best accord with diradical pathways for cyclo-octatriene-dihydrosemibullvalene conversions and subsequent rearrangements.Usefull 13C and 1H n.m.r. structure correlations and new examples of cyclopentadienones are also reported.
