76312-47-5Relevant academic research and scientific papers
Zirconium(IV) chloride-silica catalysed thioacetalisation of carbonyl compounds
Patney, Harish K.,Margan, Simon
, p. 4621 - 4622 (2007/10/03)
Anhydrous anhydrous zirconium(IV) chloride dispersed on silica gel efficiently thioacetalised a variety of carbonyl compounds in near quantitative yields.
Ahydrous Cobalt(II) Bromide Dispersed on Silica Gel: A Mild and Efficient Reagent for Thioacetalisation of Carbonyl Compounds
Patney, Harish K.
, p. 5717 - 5718 (2007/10/02)
Anhydrous cobalt(II) bromide dispersed on silica gel has been shown to be a very efficient reagent system for thioacetalisation of a variety of aldehydes and ketones at room temperature.
Bis(trimethylsilyl) sulfate-Silica Catalysed Thioacetalisation of Carbonyl Compounds
Patney, Harish K.
, p. 7127 - 7128 (2007/10/02)
Bis(trimethylsilyl)sulfate-silica has been shown to be an efficient reagent system for promoting thioacetalisation of carbonyl compounds at room temperature.
A rapid mild and efficient method of thioacetalization using anhydrous iron(III) chloride dispersed on silica gel
Patney
, p. 2259 - 2260 (2007/10/02)
Carbonyl compounds are rapidly thioacetalized in near quantitative yields by using anhydrous iron(III) chloride dispersed on silica gel at room temperature.
Hard Acid and Soft Nucleophile Systems. Part 11. Har-Soft Affinity Inversion: Dehalogenation of α-Halogeno Ketones with Aluminium Chloride and a Thiol
Fuji, Kaoru,Node, Manabu,Kawabata, Takeo,Fujimoto, Mayumi
, p. 1043 - 1048 (2007/10/02)
α-Halogeno ketones have been dehalogenated with a combination of aluminium chloride and ethanethiol.The mechanism involved in deiodination and debromination differs from that of dechlorination and defluorination.A hard-hard interaction between carbonyl oxygen and aluminium chloride and a soft-soft interaction between iodine or bromine and thiol are the dominant factors for direct deiodination and debromination.In dechlorination and defluorination there is initial formation of the corresponding dithioacetal, whereby hard carbonyl oxygen is replaced by the soft sulphur atom. α-Chloro- and α-fluoro-dithioacetals then undergo dehalogenation to afford vinyl sulphide as a result both of a favourable soft-soft interaction between the sulphur atoms in the dithioacetal entity and thiol, and also a favourable hard-hard interaction between the nucleopilic chlorine or fluorine and aluminium chloride. α-Chloro- and α-fluoro-benzyl benzyl ketones afforded the dehalogenated product with concomitant 1,2-transposition of the carbonyl group.This suggests that there is an indirect path which operates competitively via a 1,2-dithio-olefin from α=halogenodithioacetals to vinyl sulphide.Addition of thiol to vinyl sulphide leads to the final product.A concept of hard-soft affinity inversion is proposed.
Selective Protection of Carbonyl Compounds. Silica Gel Treated with Thionyl Chloride as an Effective Catalyst for Thioacetalization
Kamitori, Yasuhiro,Hojo, Masaru,Masuda, Ryoichi,Kimura, Tadashi,Yoshida, Tatsushi
, p. 1427 - 1431 (2007/10/02)
Silica gel treated with thionyl chloride was found to be an effective as well as highly selective catalyst for thioacetalization of aldehydes.With the use of this catalyst 1,3-dithioranes and 1,3-dithianes were obtained in excellent yields from various aldehydes.Under the same conditions ketones were similarly but more slowly thioketalized.This difference in reactivity between aldehydes and ketones was successfully utilized for the thioacetalization of aldehydes in the presence of ketones and also for the chemoselective conversion of keto aldehydes into the corresponding dithioacetals with the keto group remaining intact.
A simple and efficient method of thioacetal - and ketalization
Ong, Beng S.
, p. 4225 - 4228 (2007/10/02)
AlCl3 has been found to be an efficient reagent for promoting thioacetal- and ketalization of carbonyl compounds.
