Cobalt-Catalysed [6+ 2] Cycloaddition of Internal Alkynes and Terminal Alkenes with Cycloheptatriene
G Hilt, A Paul, C Hengst
Index: Hilt, Gerhard; Paul, Anna; Hengst, Christoph Synthesis, 2009 , # 19 p. 3305 - 3310
Full Text: HTML
Citation Number: 11
Abstract
Abstract The cobalt-catalysed [6+ 2] cycloaddition of cycloheptatriene with internal alkynes as well as with terminal alkenes is described. The cycloaddition process is most efficiently catalysed by cobalt dibromide [bis (triisopropylphosphite)] complexes in dichloromethane as the solvent of choice. In the cobalt-catalysed reaction of cycloheptatriene with norbornene an unexpected tricyclic [2+ 2] cycloaddition product was isolated in excellent yields.
Related Articles:
[π 6 s+ π 2 s] Cycloadditions catalysed by the TiCl 4–Et 2 AlCl system
[Mach, Karel; Antropiusova, Helena; Sedmera, Petr; Hanus, Vladimir; Turecek, Frantisek Journal of the Chemical Society, Chemical Communications, 1983 , # 15 p. 805 - 806]
[2. pi.+ 6. pi.] Cycloaddition reactions between ligands coordinated to an iron atom
[Davis,R.E. et al. Journal of the American Chemical Society, 1974 , vol. 96, # 24 p. 7562 - 7564]
Photoinduced [6+ 2] cycloadditions of alkynes to tricarbonylcycloheptatrienechromium (0)
[Chaffee, Karen; Sheridan, John B.; Aistars, Arnis Organometallics, 1992 , vol. 11, p. 18 - 19]