Electrosynthesis of N-unsubstituted enaminosulfones from vinyl azides and sodium sulfinates mediated by NH4I
Sign Up to like & getrecommendations! Published in 2021 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2021.153436
Abstract: Abstract A wide range of N-unsubstituted enaminosulfones were obtained via electrochemical sulfonylation of vinyl azides with sulfonyl radicals generated from sodium sulfinates. The discovery of N-unsubstituted enaminosulfones synthesis is based on a unique ability of… read more here.
Keywords: azides sodium; electrosynthesis unsubstituted; enaminosulfones vinyl; unsubstituted enaminosulfones ... See more keywords
Vinyl Azides as Radical Acceptors in the Vitamin B12-Catalyzed Synthesis of Unsymmetrical Ketones.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c03321
Abstract: Vinyl azides are very reactive species and as such are useful building blocks, in particular, in the synthesis of N-heterocycles. They can also serve as precursors of ketones. These form in reactions of vinyl azides… read more here.
Keywords: acceptors vitamin; azides radical; vitamin b12; vinyl azides ... See more keywords
Decatungstate-Catalyzed Photochemical Synthesis of Enaminones from Vinyl Azides and Aldehydes.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c03364
Abstract: Visible light-induced synthesis of enaminones from vinyl azides and aldehydes under decatungstate photocatalysis was developed. The reaction proceeds via acyl radical generation from aldehyde, followed by its addition to vinyl azide, nitrogen elimination, hydrogen atom… read more here.
Keywords: azides aldehydes; photochemical synthesis; enaminones vinyl; vinyl azides ... See more keywords
Rh-Catalyzed Reaction of Vinyl Azides with Isonitriles and Alkynes/Benzynes.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.8b03115
Abstract: In contrast to well-known transformations of vinyl azides via azirine intermediates or initiating at the alkene moiety, herein we report a Rh(I)-catalyzed coupling reaction of vinyl azides with isonitriles at the azide moiety to form… read more here.
Keywords: reaction vinyl; vinyl azides; azides isonitriles; alkynes benzynes ... See more keywords
cis-Specific cyanofluorination of vinyl azides enabled by electron-donor-acceptor complexes: synthesis of α-azido-β-fluoronitriles.
Sign Up to like & getrecommendations! Published in 2017 at "Chemical communications"
DOI: 10.1039/c7cc07165e
Abstract: Here we report a novel electron-donor-acceptor (EDA) complex-enabled three-component cyanofluorination of vinyl azides under metal-free conditions in a cis-specific manner. This reaction protocol is operationally simple without exclusion of either moisture or oxygen, allowing access… read more here.
Keywords: electron donor; azido fluoronitriles; cis specific; donor acceptor ... See more keywords
Synthesis of 6-(sulfonylmethyl)phenanthridines through a reaction of aryldiazonium tetrafluoroborates, sulfur dioxide, and vinyl azides
Sign Up to like & getrecommendations! Published in 2018 at "Organic chemistry frontiers"
DOI: 10.1039/c8qo00679b
Abstract: Synthesis of 6-(sulfonylmethyl)phenanthridines through a three-component reaction of aryldiazonium tetrafluoroborates, a sulfur dioxide surrogate of DABCO·(SO2)2, and vinyl azides under metal- and additive-free conditions is achieved. The arylsulfonyl radicals generated in situ would initiate the… read more here.
Keywords: sulfonylmethyl phenanthridines; sulfur dioxide; vinyl azides; synthesis sulfonylmethyl ... See more keywords
Electrochemically Induced Synthesis of Imidazoles from Vinyl Azides and Benzyl Amines
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DOI: 10.3390/molecules27227721
Abstract: An electrochemically induced synthesis of imidazoles from vinyl azides and benzyl amines was developed. A wide range of imidazoles were obtained, with yields of 30 to 64%. The discovered transformation is a multistep process whose… read more here.
Keywords: electrochemically induced; imidazoles vinyl; synthesis; induced synthesis ... See more keywords