Phosphinic acid-promoted addition reaction of isocyanides to (Z)-hydroximoyl chlorides: efficient synthesis of α-(hydroxyimino)amides.

نویسندگان

  • Takahiro Soeta
  • Suguru Takashita
  • Yoko Sakata
  • Yutaka Ukaji
چکیده

The reaction of (Z)-hydroximoyl chlorides with isocyanides promoted by phosphinic acid in the presence of triethylamine proceeds smoothly to afford α-(hydroxyimino)amides in good to high yields. Phosphinic acid plays an important role in effectively promoting the reaction. A wide range of (Z)-hydroximoyl chlorides and isocyanides were found to be suitable for this reaction.

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

Ultrasound-Promoted Synthesis of Aryl Amides from Isocyanides and Carboxylic Acids under Ambient Conditions

The synthesis of aryl amides via the reactions of carboxylic acids and isocyanides in methanol was carried out in 78-95% yields under ultrasound irradiation. The method has wide applicability, and the protocol is mild, fast and efficient compared to the existing methods based on silent conditions.

متن کامل

Ultrasound Promoted Efficient Synthesis of some Amides from Nitriles in Ambient Condition

      Some amide derivatives have been synthesized by the reaction of corresponding nitriles with potassium tert-butoxide as a nucleophilic oxygen source under ultrasonic irradiation. This new methodology provides good to excellent yields in short reaction times (15-90 min) at room temperature.

متن کامل

BF3-SiO2 Nanoparticles: An Efficient Catalyst for the Multi-Component Synthesis of 3-(α-aroylamido) 4-hydroxycoumarin Derivatives in Water

A green and efficient one-pot three component reaction of 4-hydroxycoumarin or 1,3-dimethylbarbutyric acid, aryl glyoxals and amides (thioacetamide) has been developed in the presence of BF3- SiO2 nanoparticles in water. This method has several advantages such as high to excellent product yields in short reaction time, atom economy, environment friendly, reusable catalyst and no need for chroma...

متن کامل

Solvent-Free Multicomponent Reactions of Dithiocarbamates, Activated Acetylenes and Isocyanides

An efficient method to synthesis the 2H-pyrans using three component reactions of dithiocarbamats, activated acetylenes and isocyanides in water as the solvent is described. In these reactions, synthesis of 2H-pyrans is possible based on the one-pot reaction and without using any catalyst. The mild reaction conditions and high yields of the products exhibit synthetic advantage of these methods.

متن کامل

Silica-supported polyphosphoric acid in the synthesis of 4-substituted tetrahydroisoquinoline derivatives.

We report herein an application of an α-amidoalkylation reaction, as an alternative efficient synthesis of 4-aryl- and 4-methyl-1,2,3,4-tetrahydroisoquinoline derivatives. The amides required for this purpose would result from reaction of aminoacetaldehyde dimethylacetal with different substituted benzenes in polyphosphoric acid, followed by acylation of the obtained amines with different acid ...

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:
  • Organic & biomolecular chemistry

دوره 14 2  شماره 

صفحات  -

تاریخ انتشار 2016