The potential of copper(I)-zeolite catalysis was evaluated in the three-component KA 2 -coupling mediated synthesis of α-tertiary propargylamines. Our archetypal copper(I)-doped zeolite Cu I -USY proved to be efficient under ligand-and solvent-free conditions at 80 °C. Usable up to four times, this catalytic material enables the coupling of diverse ketones, alkynes, and amines with a broad functional group tolerance. A decarboxylative and a desilylative version, respectively, involving an alkynoic acid and trimethylsilylacetylene as alkyne surrogates, was also set up to bypass selectivity issues and/or to access α-tertiary propargylamines that are unattainable under standard KA 2 conditions. Interestingly, the KA 2 -type coupling reactions were successfully linked to other Cu I -catalyzed reactions, thus resulting in sequential one-pot processes under full Cu I -USY catalysis.
A synthesis
to access rarely described 3-amino-5-fluoroalkylfurans
has been developed by cyclization of easily accessible fluorovinamides.
This method is rapid and simple and affords the desired furans as
hydrochloride salts in quantitative or nearly quantitative yields.
It is compatible with four different fluorinated groups (-CF3, -CF2CF3, -CHF2, and -CF2Cl) and a wide range of substituents on the amine.
Herein, we present an operationally simple protocol for the cycloisomerization of propargylic carbamates in which a heterogeneous catalyst consisting of Pd species immobilized on amino‐functionalized siliceous mesocellular foam (PdII‐AmP‐MCF) is used. This Pd nanocatalyst displayed high efficiency at low catalyst loading and reaction temperatures, which allowed for the efficient and mild synthesis of a wide range of 1,3‐oxazolidin‐2‐one derivatives and related compounds. Moreover, it proved possible to re‐use the Pd nanocatalyst for several reactions, although a gradual decrease in activity was observed in the subsequent cycles.
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.