145547-38-2Relevant academic research and scientific papers
Synthetic Application of Lithiated Tris(methylthio)methane: Preparation of Aliphatic Methyl Thiolcarboxylates from the Corresponding Halides. Convenient Synthesis of Tris(methylthio)methane
Barbero, Margherita,Cadamuro, Silvano,Degani, Iacopo,Dughera, Stefano,Fochi, Rita
, p. 2075 - 2080 (2007/10/02)
A thorough study directed towards the synthesis of methyl thiolcarboxylates was made on the basis of the following steps: (i) conversion of alkyl halides into the corresponding trimethyl trithioorthocarboxylates by using tris(methylthio)methyllithium in THF at -78 degC; (ii) selective hydrolysis of the intermediates to methyl thiolcarboxylates by using 35percent aq.HBF4 in DMSO or, in some cases, in THF.The overall yields of the two stages are, usually, between 70 and 88percent.By this procedure it is also possible to incorporate 18O in the carbonyl group of thiol esters (ca. 98percent isotopic purity).Furthermore, a new, convenient method for the preparation of tris(methylthio)methane as the precursor of tris(methylthio)methyllithium was developed.
ORGANOSULPHUR COMPOUNDS - LXXI Diverse Reactivity of α-Carbanions Derived from α-Phosphoryl Dithioacetals and α-Phosphoryl Sulphides Towards α,β-Unsaturated Carbonyl Compounds. A General Synthesis of Conjugated Ketene Dithioacetals
Mikolajczyk, Marian,Balczewski, Piotr
, p. 8697 - 8710 (2007/10/02)
α-Lithio-α-phosphoryl dithioacetals 2 react with aldehydes and ketones to give conjugated ketene dithioacetals in moderate to good yields.Monitoring the reaction course by 31P NMR spectra revealed that the reaction with aldehydes involves a 1,2-addition f
