Catalytic multicomponent thiomethylation of aliphatic 1,3-diketones as efficient one-pot synthesis of novel bis(1,3-diketone-2-ylmethylsulphanyl)alkanes

Vnira R Akhmetova,Nail S Akhmadiev,Zoya A Starikova,Arthur R Tulyabaev,Ekaterina S Mescheryakova,Askhat G Ibragimov

doi:10.1016/j.tet.2015.07.055

Catalytic multicomponent thiomethylation of aliphatic 1,3-diketones as efficient one-pot synthesis of novel bis(1,3-diketone-2-ylmethylsulphanyl)alkanes

Vnira R Akhmetova, Nail S Akhmadiev + Show 4 more

https://doi.org/10.1016/j.tet.2015.07.055

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Journal: Tetrahedron	Publication Date: Jul 26, 2015
Citations: 16

Affiliation: Institute of Catalysis and Petrochemistry

#Synthesis Of Novel Bis #Mechanisms Of Catalytic Reactions + Show 8 more

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Abstract

A catalytic method for the selective synthesis of novel bis(1,3-diketone-2-ylmethylsulfanyl)alkanes via the thiomethylation reactions of aliphatic 1,3-diketones with СН2О and α,ω-dithiols is provided. Selective cyclothiomethylation of 1-phenylbutane-1,3-dione has been realized using a tandem catalyst Cp2Zr(Ti)Cl2-BuONa to form 6-benzoyl-1,4-dithiepane. Proposed mechanisms of catalytic thiomethylation reactions are also discussed.

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