1440430-00-1Relevant academic research and scientific papers
Nickel-Catalyzed Synthesis of Benzo[ b]naphtho[1,2- d]azepine via Intramolecular Radical Tandem Cyclization of Alkyl Bromide-Tethered Alkylidenecyclopropanes
Jiang, Bo,Liu, Jia-Xin,Wei, Yin,Shi, Min
, p. 6229 - 6233 (2018)
A Ni(II)-catalyzed tandem cyclopropane ring opening and radical alkylation of the aromatic ring using unactivated alkyl bromide-tethered alkylidenecyclopropanes (ACPs) have been described in this paper. This ring-forming process exhibits a broad substrate scope with a variety of primary alkyl bromides and aromatic rings, affording diversified benzo[b]naphtho[1,2-d]azepine derivatives in moderate-to-excellent yields under mild conditions. Plausible reaction mechanisms have been proposed on the basis of several control experiments, including the deuterium labeling examinations. Further derivatization of the obtained polycyclic product has also been performed.
Palladium-catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes with O2: a facile protocol to selectively synthesize 2- and 3-vinylindoles
Cao, Bo,Simaan, Marwan,Marek, Ilan,Wei, Yin,Shi, Min
supporting information, p. 216 - 219 (2016/12/27)
A novel palladium-catalyzed oxidative cyclization of aniline-tethered alkylidenecyclopropanes using molecular oxygen as the terminal oxidant through β-carbon elimination of aminopalladation intermediates is disclosed. The reaction opens up an effective way to obtain a series of 2- and 3-vinylindoles which are important synthetic intermediates in many natural indole derivatives.
Palladium-catalyzed cascade cyclization of allylamine-tethered alkylidenecyclopropanes: Facile access to iodine/difluoromethylene- and perfluoroalkyl-containing 1-benzazepine scaffolds
Yu, Liu-Zhu,Zhu, Zi-Zhong,Hu, Xu-Bo,Tang, Xiang-Ying,Shi, Min
supporting information, p. 6581 - 6584 (2016/06/01)
The unprecedented palladium-catalyzed cascade cyclization of allylamine-tethered alkylidenecyclopropanes with an ethyl difluoroiodoacetate or perfluoroalkylated reagent is developed, providing facile access to a variety of synthetically and medicinally valuable iodine/difluoromethylene- and perfluoroalkyl-containing 1-benzazepine frameworks. These reactions exhibited good yields and functional group tolerance via a radical mechanism.
Thermal induced intramolecular [2 + 2] cycloaddition of allene-ACPs
Chen, Kai,Sun, Run,Xu, Qin,Wei, Yin,Shi, Min
supporting information, p. 3949 - 3953 (2013/07/05)
A facile synthetic method for preparation of bicyclo[4.2.0] nitrogen heterocycles has been developed via a thermal induced intramolecular [2 + 2] cycloaddition reaction of allene-ACPs. The DFT calculations indicate that this intramolecular cycloaddition proceeds in a concerted manner and a strained small ring is essential. The Royal Society of Chemistry 2013.
