18052-85-2Relevant articles and documents
Naphthalenes, isoquinolines, and a benzazocine from zirconocene - Copper-mediated coupling of benzocyclobutadiene with nitriles and alkynes
Ramakrishna,Sharp, Paul R.
, p. 877 - 879 (2003)
(Matrix presented) Commercially available 1-bromobenzocyclobutene is a potentially useful synthon particularly with the application of organometallic methodology. Here we show that it is readily converted into Cp 2Zr(benzocyclobutadiene), which couples with alkynes or nitriles giving five-membered zirconacycles. Treatment of these alkyne- or nitrile-derived zirconacycles with CuCl yields substituted naphthalenes, isoquinolines, or in the presence of MeO2C-CC-CO2Me, a 2-benzazocine containing an eight-membered ring.
Nickel-Catalyzed Decarbonylation of Acylsilanes
Ito, Yuri,Kodama, Takuya,Nakatani, Syun,Sakurai, Shun,Tobisu, Mamoru
, p. 7588 - 7594 (2020/06/27)
Nickel-catalyzed decarbonylation of acylsilanes is developed. In sharp contrast to cross-coupling reactions of acylsilanes, in which the silyl group serves as a leaving group, the silyl group is retained in the product in this decarbonylation reaction. Although the strong binding of the dissociated CO to the nickel center frequently hinders catalyst turnover in nickel-mediated decarbonylative reactions, this reaction can be catalyzed by nickel complexes bearing a CO ligand.
Rhodium-Catalyzed Reductive Cleavage of Aryl Carbamates Using Isopropanol as a Reductant
Yasui, Kosuke,Higashino, Masaya,Chatani, Naoto,Tobisu, Mamoru
supporting information, p. 2569 - 2572 (2017/10/06)
Despite the widespread use of carbamates as a directing group in C-H bond-functionalization reactions, reductive removal of this directing group is not straightforward. Currently available methods are limited to nickel-catalyzed reactions using i PrMgX or hydrosilane as a reductant, leaving the functional group compatibility issue to be solved. Herein, we report rhodium-catalyzed reductive cleavage of aryl carbamates using i PrOH as a milder reductant.
