Direct synthesis of nitroaryl acetylenes from acetylenes and nitroarenes via oxidative nucleophilic substitution of hydrogen.
نویسندگان
چکیده
Acetylenic carbanions add to nitroarenes (dinitrobenzenes, nitropyridines, etc.) to form σH-adducts that are subsequently oxidized by DDQ according to the oxidative nucleophilic substitution of hydrogen (ONSH) pathway to give nitroaryl acetylenes.
منابع مشابه
An Efficient Synthesis of Vinylphosphonates from Alkyl Cyanoformates, Activated Acetylenes, and Trialkyl Phosphites
An efficient synthesis of vinylphosphonates is described. This involves the reaction of alkyl cyanoformates and dialkyl acetylendicarboxylates in the presence of trialkyl phosphites. The 1H, 13C NMR, and 31P NMR spectra of vinylphosphonates having different substitution are consistent with the presence of two geometrical isomers.
متن کاملSolvent-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 کاملOne-pot synthesis of functionalized thiazolidine-4-ones from thiosemicarbazone derivatives and activated acetylenes in water as a green solvent
Some 2-iminothiazolidin-4-ones have been synthesized by the reaction of dialkyl acetylenedicarboxylates with thiosemicarbazones. The reaction was performed in the presence of 10 mol% of triphenylphosphine and tetrabutylammonium bromide as a phase transfer catalyst in water as a green solvent. All the synthesized compounds were characterized by their physical and spectral data.
متن کاملElectrophilic alkynylation: the dark side of acetylene chemistry.
In addition to the well-established nucleophilic alkynylation, the use of electrophilic alkynes can expand tremendously the scope of acetylene transfer reactions. The use of metal catalysis has recently led to a rebirth of this research area. Halogenoalkynes, hypervalent alkynyliodoniums, acetylene sulfones and in situ oxidized terminal acetylenes are the most often used reagents for electrophi...
متن کاملOne-pot synthesis of functionalized thiazolidine-4-ones from thiosemicarbazone derivatives and activated acetylenes in water as a green solvent
Some 2-iminothiazolidin-4-ones have been synthesized by the reaction of dialkyl acetylenedicarboxylates with thiosemicarbazones. The reaction was performed in the presence of 10 mol% of triphenylphosphine and tetrabutylammonium bromide as a phase transfer catalyst in water as a green solvent. All the synthesized compounds were characterized by their physical and spectral data.
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:
- Chemical communications
دوره 52 85 شماره
صفحات -
تاریخ انتشار 2016