Rapid homogeneous-phase Sonogashira coupling reactions using controlled microwave heating.
نویسندگان
چکیده
A microwave-enhanced, rapid and efficient homogeneous-phase version of the Sonogashira reaction is presented. It has been applied to the coupling of aryl iodides, bromides, triflates, and aryl chloride, as well as pyridine and thiophene derivatives with trimethylsilylacetylene. Excellent yields (80-95%) for substrates containing a large variety of substituents in different positions are obtained in 5-25 min.
منابع مشابه
Suzuki-Miyaura cross-coupling reaction catalyzed using highly efficient CN-dimeric ortho-palladated complex under microwave irradiation and conventional heating
Suzuki cross-coupling reaction of different aryl halides with arylboronic acids was successfully carried out in methanol using ortho-palladated complex of 2-methoxyphenethylamine. All substrates afforded the corresponding products in good to high yields in the presence of low amounts of this complex as efficient and active catalyst. Application of microwave irradiation improved the yields of th...
متن کاملEfficient Suzuki and Sonogashira coupling reactions catalyzed by Pd/DNA@MWCNTs in green solvents and under mild conditions
The palladium nanoparticles were immobilized on DNA-modified multi walled carbon nanotubes as stable and powerful heterogeneous catalyst. The catalyst was characterized by FT-IR spectroscopy, UV-Vis spectroscopy, field emission scanning electron microscopy, X-ray diffraction, transmission electron microscopy, inductively coupled plasma and elemental analysis. DNA as a well-defined structure and...
متن کاملSuzuki-Miyaura cross-coupling reaction catalyzed using highly efficient CN-dimeric ortho-palladated complex under microwave irradiation and conventional heating
Suzuki cross-coupling reaction of different aryl halides with arylboronic acids was successfully carried out in methanol using ortho-palladated complex of 2-methoxyphenethylamine. All substrates afforded the corresponding products in good to high yields in the presence of low amounts of this complex as efficient and active catalyst. Application of microwave irradiation improved the yields of th...
متن کاملImmobilized Palladium-pyridine Complex on γ-Fe2O3 Magnetic Nanoparticles as a New Magnetically Recyclable Heterogeneous Catalyst for Heck, Suzuki and Copper-free Sonogashira Reactions
A new immobilized palladium-pyridine complex on γ-Fe2O3 magnetic nanoparticles was synthesized and characterized by SEM, TEM, TGA, ICP, XPS, XRD, FT-IR and CHN analysis. The catalytic activity of synthesized catalyst has been investigated in Heck, Suzuki and Sonogashira coupling reactions using a series of aryl halides. The catalyst was easily isolated from the reaction mixture by an external m...
متن کاملRecycling of homogeneous Pd catalysts using superparamagnetic nanoparticles as novel soluble supports for Suzuki, Heck, and Sonogashira cross-coupling reactions.
Recycling of homogeneous catalysts could be achieved by using magnetic nanoparticles and solid-phase beads, but nanoparticle-supported catalysis proceeded much faster than its counterpart on resins.
متن کاملذخیره 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 ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- The Journal of organic chemistry
دوره 66 12 شماره
صفحات -
تاریخ انتشار 2001