Phase-vanishing halolactonization of neat substrates

نویسندگان

  • Nicole Windmon
  • Veljko Dragojlovic
چکیده

Phase-vanishing reactions are triphasic reactions which involve a reagent, a liquid perfluoroalkane as a phase screen and a substrate. The perfluoroalkane does not dissolve any of the reactants and is used to separate them. Halolactonization of neat substrates under phase-vanishing conditions avoids use of both solvents and basic reaction conditions. Both gamma,delta-alkenoic acids as well as the corresponding methyl esters are suitable substrates for phase-vanishing halolactonizations. The reaction works well both on solid and liquid substrates and the products are obtained in good to excellent yields, particularly in the case of rigid bicyclic systems. Bromine (Br(2)) and iodine monochloride (ICl) are suitable electrophiles for bromolactonization and iodolactonization, respectively. Although in some cases iodine gave satisfactory yields of the corresponding iodolactone, it is generally inferior to iodine monochloride.

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

CuX2-mediated halolactonization reaction of monoesters of 1,2-allenyl phosphonic acids and their Suzuki cross-coupling reaction.

CuX(2)-mediated (X = Cl, Br) halolactonization of monoesters of 1,2-allenyl phosphonic acids is presented. The reaction proceeded smoothly under the mild condition for differently substituted allenic substrates giving the 4-halo-2,5-dihydro[1,2]oxaphosphole 2-oxides in good yields. The Suzuki cross-coupling reaction of these bromides and even chlorides with organic boronic acids under the catal...

متن کامل

Preparation and characterization of polyethylene/ glass fiber composite membrane prepared via thermally induced phase separation method

Grinded glass fiber (GGF) embedded high density polyethylene (HDPE) membranes were prepared via thermally induced phase separation method. FESEM images showed that all the membranes had leafy structure, indicating a solid-liquid mechanism during phase separation. The results of EDX and TGA analyses confirmed that the fibers were dispersed in the HDPE matrix uniformly. Normalized water flux of t...

متن کامل

Effect of silica particles on adhesion strength of polyvinyl chloride coatings on metal substrates

The aim of this study was to improve the adhesion performance of plasticized polyvinyl chloride (PVC) coatings on steel substrates by using nanoparticles. For this purpose, the PVC plastisol with different concentration of nano-silica was prepared and applied to bond steel joints. The adhesive strength of the joints was determined by single-lap shear test. Moreover, mechanical properties and mi...

متن کامل

Effect of Reclaimed rubber Modification on the Rheological Properties and Rutting Resistance of Asphalt Binders

In this paper, the effect of reclaimed rubber modification on the rheological characteristics of asphalt binders is studied. Reclaimed rubber with the extent of 12, 16 and 20 is added to the neat asphalt binder and then shear complex modulus is obtained for neat and modified asphalt binder via Dynamic Shear Rheometer (DSR) test. Using Christensen-Anderson- Marasteanu (CAM) model, master curves ...

متن کامل

Asymmetric reduction of ketones with recombinant E. coli whole cells in neat substrates.

The asymmetric reduction of ketones is performed by using lyophilized whole cells in neat substrates with defined water activity (a(w)). Ketones and alcohols prone to be unstable in aqueous media can now be converted via biocatalysis.

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:
  • Beilstein Journal of Organic Chemistry

دوره 4  شماره 

صفحات  -

تاریخ انتشار 2008