Abstract:Sulfur-containing compounds are increasingly important for designing pharmaceutical candidates that have accumulated broad research efforts toward developing effective methods to forge C-S bonds from various sulfuration agents. However, most established...
“…Over the past decades, transition metal-catalyzed MCRs have been widely explored to construct valuable functionalized molecules, largely extending the chemical sphere of MCRs. 41,42 Within our continuing interest in the synthesis of important scaffolds via nickel catalysis, 43–46 we herein disclose a Ni(0)-catalyzed three-component reaction of commercially available aldehydes, amines, and alkenes (Fig. 1b).…”
We herein report direct and modular access to allylic amines via Ni(0)-catalyzed three-component coupling of commercially available and inexpensive aldehydes, amines, and alkenes, without the additional steps for isolation of unstable imines.
“…Over the past decades, transition metal-catalyzed MCRs have been widely explored to construct valuable functionalized molecules, largely extending the chemical sphere of MCRs. 41,42 Within our continuing interest in the synthesis of important scaffolds via nickel catalysis, 43–46 we herein disclose a Ni(0)-catalyzed three-component reaction of commercially available aldehydes, amines, and alkenes (Fig. 1b).…”
We herein report direct and modular access to allylic amines via Ni(0)-catalyzed three-component coupling of commercially available and inexpensive aldehydes, amines, and alkenes, without the additional steps for isolation of unstable imines.
“…Potassium ethyl xanthate (EtOS 2 K) is an crucial and desirable sulfur-containing reagent and has been widely used in academia and industry, and its popularity stems from its low toxicity, easy handling, bench stability, odorless nature, and commercial availability . Recently, Zard and his colleagues reported a versatile strategy to generate radicals from EtOS 2 K, and it have been well-studied as a inexpensive and nucleophilic organic catalyst .…”
Herein, we disclosed a highly chemoselective synthesis of quinoline-2-one and quinoline-2-thione derivatives using EtOS 2 K as the C1 source. Quinoline-2-one derivatives were synthesized selectively with NaCl as a catalyst in the solvent DMSO/ H 2 O, while quinoline-2-thione derivatives were produced without the need for any catalyst in an environmentally friendly solvent EtOH/H 2 O. The reaction conditions were mild and had good functional group tolerance.
Herein we report a method for the synthesis of thioethers by forging C(aryl)‐S bond via an aryne mechanism. The active aryne species can be generated from o‐diiodoarenes and NaH in THF at room temperature, then lead to the arylations of a wide range of aryl thiols and thioureas. Different from transition metal‐catalyzed cross‐coupling reactions, no disubstituted byproduct is formed in our protocol. The o‐iodoaryl thioether products are intermediates that could be transformed into pharmaceutically interesting molecules.
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