Synthesis of gamma-halogenated ketones via the Ce(IV)-mediated oxidative coupling of cyclobutanols and inorganic halides.

نویسندگان

  • Brian M Casey
  • Cynthia A Eakin
  • Robert A Flowers
چکیده

A straightforward method for the synthesis of gamma-halo-substituted ketones formed via the CAN-initiated oxidative addition of halides to 1-substituted cyclobutanols has been developed. This method has short reaction times, and provides access to a range of bromo and iodo gamma-substituted ketones in good to excellent yields.

برای دانلود 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

Formal γ-alkynylation of ketones via Pd-catalyzed C-C cleavage.

A formal γ-alkynylation of ketones via Pd-catalyzed C-C bond-cleavage is presented. The method allows for the coupling of tert-cyclobutanols and bromoacetylenes, giving access to versatile alkynes that are beyond reach otherwise.

متن کامل

Oxidative Difunctionalization of Alkenyl MIDA Boronates: A Versatile Platform for Halogenated and Trifluoromethylated α-Boryl Ketones.

The synthesis of halogenated and trifluoromethylated α-boryl ketones via a one-pot oxidative difunctionalization of alkenyl MIDA boronates is reported. These novel densely functionalized organoborons bearing synthetically and functionally valuable carbonyl, halogen/CF3 and boronate moieties within the same molecule are synthetically challenging for the chemist, but have great synthetic potentia...

متن کامل

Synthesis and characterization of MCM-41@L-arginine@Pd(0) and its excellent catalytic activity as recyclable heterogeneous catalyst for Suzuki-Miyaura cross-coupling reaction

MCM-41@L-Arg@Pd(0) has been prepared by some consequence reactions. This nano structural material has been characterized via different technique including: XRD, TGA, BET, EDS, X-Ray maps, SEM, ICP-OES and FT-IR analysis. The synthesis of a variety of biphenyl compounds has been achieved successfully via a reaction of aryl halides with arylboronic acids in the presence of this nanostructure (MCM...

متن کامل

Synthesis, Characterization and Catalytic Activity of Ligand Stabilized Palladium Nanoparticle: A Catalyst Compliment to the Heck Coupling Reaction

The palladium metal is the most frequently used metal because of its excellent catalytic efficiency and most flexible varying oxidation state. So,  we report  that palladium nanoparticles (Pd NPs) stabilized by a ligand (o-vanilindiphenylethanedionedihydrazone, L)  using reverse micelles method have been synthesized, while all particles are in spherical shape and ranging between 10 and...

متن کامل

Nanocrystalline TiO2 as an efficient and reusable catalyst for the one-pot synthesis of polyhydroquinolien derivatives via Hantzsch reaction

An efficient synthesis of polyhydroquinoline derivatives was reported via four-component coupling reactions of aldehydes, 1,3-dicarbonyl ketones (dimedone or 1,3-cyclohexanedione), ethyl acetoacetate or methyl acetoacetate and ammonium acetate in the presence of a catalytic amount of nanocrystalline TiO2 under solvent free conditions. The reported method is mild, rapid and has the advantages su...

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

برای دانلود 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

عنوان ژورنال:
  • Tetrahedron letters

دوره 50 12  شماره 

صفحات  -

تاریخ انتشار 2009