One-pot preparation of substituted pyrroles from α-diazocarbonyl compounds

نویسندگان

  • Fernando de C da Silva
  • Mauricio G Fonseca
  • Renata de S Rianelli
  • Anna C Cunha
  • Maria C B V de Souza
  • Vitor F Ferreira
چکیده

In this work an efficient one-pot synthesis of substituted pyrroles 7a-n is described, which involves the in situ formation of dihydrofurans ethyl 5-butoxy-2-methyl-4,5-dihydrofuran-3-carboxylate (4), 1-(5-butoxy-2-methyl-4,5-dihydrofuran-3-yl)ethanone (5) and 5-butoxy-4,5-dihydrofuran-3-carbaldehyde (6) followed by reaction with primary amines.

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

Three-component Process for the Synthesis of Some Substituted Pyrroles using Water as a Green Solvent

A novel, convenient and efficient three-component reaction for synthesizing substituted pyrroles from primary amines and electron deficient acetylenic compounds in the presence of ammonium thiocyanate in water leads to the formation of pyrroles in good yields.

متن کامل

Fe3O4@SiO2@Propyl-ANDSA: A New Catalyst for the Synthesis of Substituted Pyrroles

Substituted pyrroles are an essential class of heterocyclic compounds. In this research, an efficient and eco-friendly method has been developed for the synthesis of pyrrole derivatives from the reaction of 2,5-hexanedione and primary amines. Magnetic nanoparticles supported on functionalized. 7-aminonaphthalene-1,3-disulfonic acid-functionalized. silica (Fe3O4@SiO2@Propyl–ANDSA) has been inves...

متن کامل

Synthesis of functionalized tetrahydro-1,3-diazepin-2-ones and 1-carbamoyl-1H-pyrroles via ring expansion and ring expansion/ring contraction of tetrahydropyrimidines.

A general approach to 6-phenylthio-substituted 2,3,4,5-tetrahydro-1H-1,3-diazepin-2-ones based on the ring expansion reaction of 1,2,3,4-tetrahydropyrimidin-2-ones under the action of nucleophiles has been developed. The first step of the synthesis was preparation of N-[(2-benzoyloxy-1-tosyl)ethyl]urea by three-component condensation of 2-benzoyloxyethanal, urea and p-toluenesulfinic acid. Nucl...

متن کامل

Synthesis of nitrogen heterocycles via α-aminoalkyl radicals generated from α-silyl secondary amines under visible light irradiation.

We have succeeded in the visible light-mediated synthetic use of α-aminoalkyl radicals derived from α-silyl secondary amines toward addition to α,β-unsaturated carbonyl compounds. The resulting γ-aminocarbonyl compounds are converted into γ-lactams and pyrroles in a one-pot process.

متن کامل

One-pot highly efficient synthesis of substituted pyrroles and N-bridgehead pyrroles by zinc-catalyzed multicomponent reaction.

A convenient zinc(II) chloride-catalyzed regioselective propargylation/amination/cycloisomerization process has been developed for the synthesis of substituted pyrrole derivatives from propargylic acetates, enoxysilanes and primary amines. Various aromatic and aliphatic propargylic acetates participate well in the reaction, providing the propargylation/amination/cycloisomerization products in g...

متن کامل

ذخیره در منابع من

ذخیره در منابع من قبلا به منابع من ذحیره شده

{@ msg_add @}


  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