An efficient synthetic route to 1,3-bis(arylethynyl)isobenzofuran using alkoxybenzocyclobutenone as a reactive platform.

نویسندگان

  • Kenta Asahina
  • Suguru Matsuoka
  • Ryosuke Nakayama
  • Toshiyuki Hamura
چکیده

An efficient synthetic method of 1,3-bis(arylethynyl)isobenzofurans is developed. Nucleophilic addition of alkynyllithium to benzocyclobutenone and subsequent oxidative ring cleavage of the four-membered ring gave a keto-aldehyde, which, in turn, accepted the second nucleophile to produce isobenzofurans after acid treatment.

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

A Three-Component 1,3-Dipolar Cycloaddition Reaction of Azomethine Ylide for Synthesis of New Bis-spiro-oxindolo(pyrrolizidines/pyrrolidines) Derivatives

The development of multicomponent reactions (MCRs) designed to produce elaborate biologically active compounds has become an important area of research in organic, combinatorial, and medicinal chemistry. A comparative study of the synthesis of new bis-spiro-oxindolo(pyrrolizidines/pyrrolidines) ring systems by the cycloaddition of azomethine ylides generated by a decarboxylative route from sarc...

متن کامل

A Three-Component 1,3-Dipolar Cycloaddition Reaction of Azomethine Ylide for Synthesis of New Bis-spiro-oxindolo(pyrrolizidines/pyrrolidines) Derivatives

The development of multicomponent reactions (MCRs) designed to produce elaborate biologically active compounds has become an important area of research in organic, combinatorial, and medicinal chemistry. A comparative study of the synthesis of new bis-spiro-oxindolo(pyrrolizidines/pyrrolidines) ring systems by the cycloaddition of azomethine ylides generated by a decarboxylative route from sarc...

متن کامل

Removal of Reactive Red195 Synthetic Textile Dye using Polypyrrole-coated Magnetic Nanoparticles as an Efficient Adsorbent

Magnetic Fe3 O4 nanoparticles modified by polypyrrole (PPy@Fe3 O4 MNPs) was synthesized by chemical co-precipitation method and used as an adsorbent for removal of cationic dyes, Reactive Red195, from aqueous solutions. The resulting products are characterized by scanning electron microscope (SEM) and FT-IR. The effects of solution pH value, adsorbent amount, adsorption time and capacity of the...

متن کامل

Avoiding problem reactions at the ferrocenyl-alkyne motif: a convenient synthesis of model, redox-active complexes for molecular electronics.

A much improved route to 1,1'-bis(arylethynyl)ferrocenes comprising accessible thiolates on the aryl ring is reported. Unanticipated reactions between AcCl, TBAF-BBr3 and ferrocenyl-alkynes are also discussed, offering a rationale for previous synthetic difficulties.

متن کامل

One –Pot Synthesis of Polyhydroquinoline Derivatives via Hantzsch Condensation Reaction Using Nanosized Magnesium Oxide as Heterogeneous Catalyst

An efficient, recyclable and environmental-friendly synthetic route to polyhdroquinoline derivatives have been developed via multi-component one-pot Hantzsch reaction of various aromatic aldehyde, 2 equivalents of 5,5-dimethyl-1,3-cyclohexanedione (dimedone), ethyl acetoacetate and ammonium acetate using nano magnesium oxide as a catalyst in ethanol under reflux condition. Reaction with 4-chlor...

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 12 48  شماره 

صفحات  -

تاریخ انتشار 2014