BF3-Promoted, Carbene-like, C–H Insertion Reactions of Benzynes
نویسندگان
چکیده
منابع مشابه
Heterogeneous catalysts for carbene insertion reactions
Copper catalysts supported on silica or silica-alumina are used to promote the insertion of carbenes, coming from methyl phenyldiazoacetate and ethyl diazoacetate, into one C-H bond of THF, constituting the first example of this reaction promoted by a purely inorganic catalyst. Cu/SiO2-Al2O3 leads to better results, regarding yield and catalyst recovery, than with Cu/SiO2. With the former catal...
متن کاملGold-Catalyzed Reactions via Cyclopropyl Gold Carbene-like Intermediates
Cycloisomerizations of 1,n-enynes catalyzed by gold(I) proceed via electrophilic species with a highly distorted cyclopropyl gold(I) carbene-like structure, which can react with different nucleophiles to form a wide variety of products by attack at the cyclopropane or the carbene carbons. Particularly important are reactions in which the gold(I) carbene reacts with alkenes to form cyclopropanes...
متن کاملCarbon monoxide-promoted carbene insertion into the aryl substituent of an N-heterocyclic carbene ligand: Buchner reaction in a ruthenium carbene complex.
In the presence of carbon monoxide, ruthenium carbenes give a net insertion/ring expansion (Buchner reaction) into one of the aromatic rings of the N-heterocyclic carbene ligand. In alkene metathesis applications, the N-heterocyclic carbene ligand is both robust and typically inert to reactions with the metal-bound carbene. This unique reaction is completely regioselective. The complexes obtain...
متن کاملMechanism of the Reactions of Alcohols with o-Benzynes
We have studied reactions of secondary and primary alcohols with benzynes generated by the hexadehydro-Diels-Alder (HDDA) reaction. These alcohols undergo competitive addition vs dihydrogen transfer to produce aryl ethers vs reduced benzenoid products, respectively. During the latter process, an equivalent amount of oxidized ketone (or aldehyde) is formed. Using deuterium labeling studies, we d...
متن کاملBF3/nano-γ-Al2O3 Promoted Knoevenagel Condensation at Room Temperature
The Knoevenagel condensation of aromatic aldehydes with barbituric acid, dimedone and malononitrile occurred in the presence of BF3/nano-γ-Al2O3 at room temperature in ethanol. This catalyst is characterized by powder X-ray diffraction (XRD), fourier transform infrared spectroscopy (FT-IR), thermal gravimetric analysis (TGA), field emission scanning electron microscopy (FESEM) and energy-disper...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Journal of the American Chemical Society
سال: 2018
ISSN: 0002-7863,1520-5126
DOI: 10.1021/jacs.8b10206