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Synthesis of -β-brominated alkenyl isothiocyanates dehydrogenation of alkyl isothiocyanates.
Chem Commun (Camb)
June 2024
Department of Chemistry, School of Science, Kwansei Gakuin University, Sanda, Hyogo 669-1330, Japan.
Article Synopsis
- - This study introduces a new method for creating alkenyl isothiocyanates that include bromo and isothiocyanate groups, which are useful for various chemical transformations.
- - The research highlights the practical application of these compounds through their use in an amine sensor featuring a coumarin-attached product.
- - This simplified synthesis method makes it easier to obtain alkenyl isothiocyanates, which are important for biological research and studies.
Triply Selective & Sequential Diversification at C : Expansion of Alkyl Germane Reactivity for C-C & C-Heteroatom Bond Formation.
Angew Chem Int Ed Engl
April 2024
Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074, Aachen, Germany).
We report the triply selective and sequential diversification of a single C carbon carrying Cl, Bpin and GeEt for the modular and programmable construction of sp-rich molecules. Various functionalizations of C -Cl and C -BPin (e.g.
View Article and Find Full Text PDFTandem Sulfonylative Annulation/Halogenation of 1,7-Enynes with Sodium Sulfinate and TBAX for the Assembly of 4-Methylenechromanes.
J Org Chem
February 2024
College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China.
An effective and stereoselective synthesis of halogenated ()-4-methylenechromanes with a sulfonyl group was developed via the copper-catalyzed sulfonylative annulation/halogenation of 1,7-enynes, in which sodium sulfinates were used as the sulfonyl reagents and tetrabutylammonium halide provided the halogen sources. The formed alkenyl C-X bonds were valuable and can efficiently undergo the subsequent hydrolysis, alkenylation, alkynylation, arylation, alkylthiolation, and alkoxylation to furnish a series of highly functionalized 4-methylenechromanes.
View Article and Find Full Text PDFHighly effective and selective FeBr-promoted deuterium bromination/cyclization of 1,-enynes.
Org Biomol Chem
January 2024
School of Chemistry and Chemical Engineering, Hefei University of Technology and Anhui Province Key Laboratory of Advanced Catalytic Materials and Reaction Engineering, Hefei 230009, China.
A highly effective and selective FeBr-promoted deuterium bromination/cyclization of 1,-enynes is reported. On the one hand, the Lewis acid FeBr as a catalyst promotes cyclization of 1,-enynes to afford deuterium heterocyclic frameworks with high efficiency. On the other hand, FeBr serves as the bromine source (with DO as the deuterium source) to promote the formation of the desired deuterated pyrrole derivatives containing alkenyl bromide groups.
View Article and Find Full Text PDFAryl-to-Vinyl 1,4-Nickel Migration/Reductive Cross-Coupling Reaction for the Stereoselective Synthesis of Multisubstituted Olefins.
Angew Chem Int Ed Engl
July 2023
State Key Laboratory of Applied Organic Chemistry and College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, 730000, P. R. China.
The aryl-to-vinyl nickel 1,4-migration (1,4-Ni migration) reaction has been reported for the first time. The generated alkenyl Ni species undergo a reductive coupling reaction with unactivated brominated alkanes affording a series of trisubstituted olefins. This tandem reaction exhibits mild conditions, a broad substrate scope, high regioselectivity, and excellent Z/E stereoselectivity.
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