Manganese(III) acetate-mediated oxidative cyclization of a-methylstyrene and trans-stilbene with b-ketosulfones.

نویسندگان

  • Ahlem Bouhlel
  • Christophe Curti
  • Clémence Tabelé
  • Patrice Vanelle
چکیده

A convenient microwave irradiation protocol was utilized for the synthesis of b-ketosulfones 1-5 in good yields. These sulfones reacted with alkenes through a radical oxidative cyclization mediated by Mn(OAc)3. Dihydrofurans 6-10 were obtained in moderate to good yields starting from 1,1-disubstituted alkenes. Dihydrofurans 11-15 were synthesized in moderate yields and unexpected cyclopropanes 16-19 were obtained in low yields starting from 1,2-disubstituted alkenes. This protocol offers access to various dihydrofurans which could be tested for their antiparasitic potential.

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

Influence of Nitrogen Bases on Epoxidation of Cyclooctene with Sodium Periodate Catalysed by Manganese(III) Porphyrins

Effects of imidazoles and substituted pyridines and pure s-donors on the oxidation of cyclooctene with NaIO4 by 5,10,15,20-tetraphenylporphyrinato-manganese(III) acetate, Mn(TPP)OAc, and 5,10,15,20-Tetramesitylporphyrinato-manganese(III) acetate, Mn(TMP)OAc, catalysts in CH2Cl2-H2O solvent are studied. Coordination of the nitrogen donors to the Mn...

متن کامل

One-pot synthesis of cyclophane-type macrocycles using manganese(III)-mediated oxidative radical cyclization.

Cyclophane-type macrocyclic compounds from 21 to 56 members having two fused dihydrofuran rings were synthesized by the manganese(III)-mediated oxidation of terminal dienes with bis(3-oxobutanoate)s containing aromatics. The reaction detail, characterization and reaction pathways are described.

متن کامل

Peroxynitric Acid: A Convenient Oxygen Source for Oxidation of Organic Compounds Catalyzed by Polyimide-Supported Manganese (III) Tetrakis(4-methoxylphenyl)porphyrin Acetate

In this work, a polyimide (PI) containing triazole units was synthesized using 3,5-diamino-1,2,4-triazole and pyromellitic dianhydride in N-methyl-2-pyrrolidinone. This polymer was used as the support of manganese (III) tetrakis(4-methoxylphenyl)porphyrin acetate to attain a heterogeneous catalyst; namely Mn(T4-OMePP)OAc@PI. The synthesized PI and Mn(T4-OMePP)OAc@PI were characterized by di...

متن کامل

Hydrogen Bond Control of Active Oxidizing Species in Manganese Porphyrin Hydroxylation Catalysts

Some meso-tetra aryl porphyrinato manganese (III) acetate or chloride complexes including meso-tetraphenyl porphyrinato manganese (III) chloride (TPPMnCl), meso-tetrakis(2,3-dimethoxyphenyl)porphyrinato manganese(III) acetate, (T(2,3-OMeP)PMnOAc) and meso-tetrakis(pentaflourophenyl)porphyrinato manganese (III) acetate (TPFPPMnOAc) were synthesized. These porphyrins were used as catalyst in the ...

متن کامل

SYNTHESIS OF TRISUBSTITUTEDPYRIMIDINES USING IRON (III) PHOSPHATE

Iron (III) phosphate catalyzed condensation reaction of aldehydes, 1,3-dicarbonyl compounds and amuniom acetate refluxing ethanol that remains a common theme in current literature.

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:
  • Molecules

دوره 18 4  شماره 

صفحات  -

تاریخ انتشار 2013