The C−H alkylation of arylacetamides with activated alkenes such as substituted acrylates and vinyl sulphone in the presence of a ruthenium catalyst and organic acid via the weak O-coordination under the redox free version is described. The present protocol was effective with different substituted arylacetamides including secondary and tertiary amides. The reaction mechanism including the ortho C−H bond activation, migratory insertion, and protonation by acetic acid was suggested and supported by the deuterium labeling experiments, competitive experiments, and DFT calculations including TS analysis.
A versatile and site-selective
rhodium(III)-catalyzed aerobic oxidative
alkenylation of arylacetamides including primary, secondary, and tertiary
amides having a weak O-coordinating acetamide directing
group with alkenes is described. In the reaction, air was utilized
as a sole oxidant. The reaction was compatible with activated alkenes
and maleimides.
A conventional BF 3 ·OEt 2 -mediated Bradsher-type cyclodehydration of 2-arylmethyl benzaldehydes in CH 2 Cl 2 at room temperature gave polycyclic aromatic and heteroaromatic compounds. Alternatively, these compounds could be syn-
An unprecedented oxidative cleavage of benzo[c]heterocycles using m‐CPBA is reported. The reaction of 1,3‐diaryl benzo[c]heterocycles with m‐CPBA (meta‐chloroperoxybenzoic acid) at room temperature for 5 min led to the formation of 1,2‐diaroylbenzenes in good to excellent yields.
A facile preparation of benz-annulated heterocycles were achieved at rt involving a Lewis acid/Brönsted acid mediated annulation of heterocycles using 2,5-dimethoxytetrahydrofuran as a four-carbon synthon. The benz-/naphth-annulation was found to be successful with electron-rich arenes as well.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.