Tandem isomerization and C-H activation: regioselective hydroheteroarylation of allylarenes.

نویسندگان

  • Wei-Chih Lee
  • Chun-Han Wang
  • Yung-Huei Lin
  • Wei-Chun Shih
  • Tiow-Gan Ong
چکیده

The first Ni-promoted prototype reaction based on the tandem C-H activation of heteroarenes with alkene isomerization is demonstrated, leading to the branched hydroheteroarylation products. Simultaneously, the reaction selectivity can be chemically switched to linear adducts through Ni-Al tandem catalysis.

برای دانلود رایگان متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Regioselective Intermolecular Coupling Reaction of Arylketones and Alkenes Involving C-H Bond Activation Catalyzed by an In-Situ Formed Cationic Ruthenium-Hydride Complex.

The cationic ruthenium-hydride complex, formed in-situ from the treatment of the tetranuclear ruthenium-hydride complex {[(PCy(3))(CO)RuH](4)(mu(4)-O)(mu(3)-OH)(mu(2)-OH)} with HBF(4).OEt(2), was found to be a highly effective catalyst for the intermolecular coupling reaction of arylketones and 1-alkenes to give the substituted indene and ortho-C-H insertion products. The formation of the inden...

متن کامل

Rh(I)–Bisphosphine-Catalyzed Asymmetric, Intermolecular Hydroheteroarylation of α-Substituted Acrylate Derivatives

Asymmetric hydroheteroarylation of alkenes represents a convenient entry to elaborated heterocyclic motifs. While chiral acids are known to mediate asymmetric addition of electron-rich heteroarenes to Michael acceptors, very few methods exploit transition metals to catalyze alkylation of heterocycles with olefins via a C-H activation, migratory insertion sequence. Herein, we describe the develo...

متن کامل

The stereoselective formation of bicyclic enamines with bridgehead unsaturation via tandem C-H bond activation/alkenylation/electrocyclization.

Bridgehead bicyclic unsaturated enamines were prepared by a tandem rhodium-catalyzed C-H bondactivation/alkenylation/electrocyclization of alkyne-tethered unsaturated imines. These strained bicyclic enamines exhibitunique reactivity: for example, they give N-Alkylated products upon treatment with alkylating reagents and undergo doublebond isomerization to alleviate ring strain upon ...

متن کامل

Preparation of Pt/Al2O3-Cl Catalyst and Investigation of Operating Variables Effects on Isomerization Reaction

A high chlorinated alumina catalyst obtained by treating Pt/γ-Al2O3 (0.25 wt. % Pt) samples with two mixtures of CCl4/N2 and CCl4/N2/H2 was tested for the hydroisomerization of C6 alkane. The conversion of n-hexane feed was diluted with hydrogen performed with different H2/HC ratios at various temperatures, liquid hourly space velocities (LHSVs) and 3MPa total pressure. The catalyst introduced ...

متن کامل

β-Cyclodextrin conjugated imidazolium cation: A neutral, eco-friendly and water-miscible dicationic ionic liquid in the regioselective ring opening of epoxides

The present study, for the first time, presents a feasible protocol for the preparation of β-cyclodextrin/ imidazolium based dicationic ionic liquid, [βCD/Im](OTs)2, and its application as an efficient and eco-friendly microvessel and host ionic liquid system for the regioselective ring opening of the epoxides in water. No evidence for the formation of diol by-products or side reacti...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

عنوان ژورنال:
  • Organic letters

دوره 15 20  شماره 

صفحات  -

تاریخ انتشار 2013