67959-52-8Relevant academic research and scientific papers
Organylzinc chalcogenolate promoted michael-type addition of α,β-unsaturated carbonyl compounds
Loren Nunes, Vanessa,De Oliveira, Ingryd Cristina,Soares Do Rego Barros, Olga
supporting information, p. 1525 - 1530 (2014/03/21)
We present the chemo-, regio-, and stereoselective synthesis of vinyl chalcogenide compounds promoted by organylzinc chalcogenolates. In this protocol, reductive cleavage of diorganyl dichalcogenide bonds by the Zn/NH 4OH system led to organylz
Organylzinc Chalcogenolate Promoted Michael-Type Addition of α,β-Unsaturated Carbonyl Compounds
L?ren Nunes, Vanessa,De Oliveira, Ingryd Cristina,Soares Do Rêgo Barros, Olga
supporting information, p. 1525 - 1530 (2015/10/05)
We present the chemo-, regio-, and stereoselective synthesis of vinyl chalcogenide compounds promoted by organylzinc chalcogenolates. In this protocol, reductive cleavage of diorganyl dichalcogenide bonds by the Zn/NH4OH system led to organylzi
Synthesis of 2H-1-Benzothiopyran-2-ones (Thiocoumarins) and Related Compounds from Benzenethiols and Diketene
Nakazumi, Hiroyuki,Asada, Akira,Kitao, Teijiro
, p. 2046 - 2049 (2007/10/02)
The products formed by the reaction of benzenethiols with diketene in the presence of H2SO4 are (E)-β-(arylthio)crotonic acids (2) and/or isomeric (Z)-β-(arylthio)crotonic acids and not, as has been reported, S-phenyl-3-oxobutanethioates (1).Compounds 1a-k, as the precursor of thiocoumarins, were prepared from benzenethiols and diketene in the presence of triethylamine.The reaction of 1 with various condensing agents has been examined to prepare 2H-1-benzothiopyran-2-ones (thiocoumarins).It is found that 4-methyl(thiocoumarins) were conveniently prepared by thereaction of 1 with anhydrous aluminium chloride in yields of 16-48percent.When 1 was treated with PPA, isomeric 2-methyl(thiochromones) were preferentially obtained in yields of 5-66percent, and compound 2 was isolated as an intermediate.The spectral characteristics of 4-methyl(thiocoumarins) have also been described.
