Metal-Mediated Tandem [6 + 2],homo[6 + 2] Cycloadditions of Alkynes to Cycloheptatriene. Generation of Novel Tetracycloundecadienes

Metal-Assisted Cycloaddition Reactions in Organotransition Metal Chemistry

“…717 Two successive photochemically induced [6+2] cycloaddition reactions of cycloheptatriene complexes 453 (Scheme 67) with alkynes have been reported 718,719 to give tetra-and pentacyclic products 454 and 456. Heterocumulenes, such as alkyl-and aryl-substituted iso(thio)cyanates and ketenes 720 721 Catalytic reactions have also been reported.…”

The Synthesis of Bicyclo[4.2.1]nona-2,4,7-trienes by [6π + 2π]-Cycloaddition of 1-Substituted 1,3,5-Cycloheptatrienes Catalyzed by Titanium and Cobalt Complexes

“…The photoinduced [6π + 2π]-cycloaddition of tricarbonyl­(η 4 -cycloheptatriene)­iron­(0) to disubstituted alkynes was first reported by Pettit et al Later, photoinduced [6π + 2π]-cycloaddition of Cr­(CO) 3 -coordinated CHT to alkynes was demonstrated by Grevels et al . and comprehensively studied by Sheridan et al At almost the same time, Mach and co-workers carried out the first cyclo-codimerization of CHT with alkynes mediated by the Ziegler–Natta catalyst (TiCl 4 –Et 2 AlCl). Simultaneously, Cr-promoted [6π + 2π + 2π]-cycloaddition between alkynes and CHTs has been discussed, resulting in the formation of tetra- and pentacyclic adducts.…”

Synthesis of Functionally Substituted Bicyclo[4.2.1]nona-2,4-dienes and Bicyclo[4.2.1]nona-2,4,7-trienes by Cobalt(I)-catalyzed [6π + 2π] Cycloaddition of 2-Tropylcyclohexanone

“…As shown by analysis of the published data, metal-promoted and metal-catalyzed cycloaddition reactions of 1,3,5-cycloheptatriene (CHT) to various unsaturated compounds are currently used as an alternative and successive approach to the synthesis of bicyclo[4.2.1]­nonanes. , These reactions are described in the studies devoted to photo- and thermal- induced cyclocodimerization of Fe-, Ru-, Cr-, and Mo-containing CHT carbonyl complexes with alkenes, dienes, and alkynes. − The catalytic versions of these transformations include Ti-, Co-, Mo-, Rh-, and Pt-catalyzed cycloaddition reactions of CHT and its derivatives. − …”