835-17-6Relevant academic research and scientific papers
Catalytic olefination of carbonyl compounds. Effect of the structure of the carbonyl compound on the reaction
Korotchenko,Shastin,Nenaidenko,Balenkova
, p. 492 - 497 (2007/10/03)
The mechanism of the novel reaction of catalytic olefination of carbonyl compounds was studied. The reaction involves the transformation of hydrazones of aromatic aldehydes and ketones into the corresponding dichloroalkenes and symmetrical azines by the treatment with carbon tetrachloride in the presence of CuCl as a catalyst. The stability of intermediate diazoalkanes is the main factor determining the direction of the reaction. In the case of sufficiently stable diazoalkanes, other products can be formed under the reaction conditions along with the products of catalytic olefination.
Synthesis of mono- and disubstituted sulfines via β-elimination of chloroform from trichloromethyl sulfoxides
Braverman, Samuel,Grinstein, Dan,Gottlieb, Hugo E.
, p. 13933 - 13944 (2007/10/03)
A new method for the synthesis of thioaldehyde and thioketone S-oxides by an unusual base-induced β-elimination of chloroform from readily available allylic and benzylic trichloromethyl sulfoxides is described. The reaction proceeds smoothly under mild conditions. The facile preparation of α,β-unsaturated sulfines by the new method is of special interest. A possible mechanism for this remarkable sulfine synthesis and apparently unprecedented β-elimination of chloroform is presented.
