114468-26-7Relevant academic research and scientific papers
Chemoselective mono halogenation of β-keto-sulfones using potassium halide and hydrogen peroxide; synthesis of halomethyl sulfones and dihalomethyl sulfones
Suryakiran,Prabhakar,Srikanth Reddy,Chinni Mahesh,Rajesh,Venkateswarlu
, p. 877 - 881 (2007/10/03)
The synthesis of α-halo β-keto-sulfones using potassium halide and hydrogen peroxide as a chemoselective mono halogenation reagent and the synthesis of α,α-symmetrical and asymmetrical dihalo β-keto-sulfones and α-halo, α-alkyl and β-keto-sulfones is described. Base induced cleavage of α-halo β-keto-sulfones, α,α-dihalo β-keto-sulfones, and α-halo, α-alkyl β-keto-sulfones afforded the corresponding halomethyl sulfones, dihalomethyl sulfones and haloalkyl sulfones.
Favorskii Rearrangement and Carbon-Carbon Bond-Cleavage of α-Chloro-α-sulfonyl Ketones: A Synthesis of Carboxylic Acids and Their Derivatives from Aldehydes and Ketones
Satoh, Tsuyoshi,Oguro, Kazuko,Shishikura, Jun-ichi,Kanetaka, Naomi,Okada, Reiko,Yamakawa, Koji
, p. 2339 - 2347 (2007/10/02)
A method for synthesizing carboxylic acids and their derivatives from aldehydes and ketones via α-chloro-α-sulfonyl ketones is described.Acyclic α-chloro-α-sulfonyl ketones were synthesized from aldehydes and 1-chloroalkyl p-tolyl sulfoxides with carbon-carbon coupling in good overall yields.Cyclic α-chloro-α-sulfonyl ketones were synthesized from cyclic ketones in three steps in high overall yields.The Favorskii rearrangement of both acyclic and cyclic α-chloro-α-sulfonyl ketones with sodium hydride in the presence of amine gave β-sulfonyl amides with skeletal rearrangement in good to excellent yield.Amides and α,β-unsaturated amides were synthesized from the β-sulfonyl amides.Treatment of the cyclic α-chloro-α-sulfonyl ketones with alkoxides and hydroxide gave carboxylic esters and acids with cleavage of the ring in good to excellent yields.
Favorskii rearrangement of α-chloro β-keto sulfones with amines: A new synthesis of amides and α,β-unsaturated amides from aldehydes and ketons
Satoh, Tsuyoshi,Oguro, Kazuko,Shishikura, Jun-Ichi,Kanetaka, Naomi,Okada, Reiko,Yamakawa, Koji
, p. 1455 - 1458 (2007/10/02)
The Favorskii rearrangement of α-chloro β-keto sulfones, which are easily synthesized from aldehydes and ketones, with amines gives β-sulfonyl amides in good yield. These β-sulfonyl amides are converted to amides and α,β-unsaturated amides by reduction or elimination of the sulfonyl group.
