Application In Synthesis of Thiophene-2-sulfonyl chlorideIn 2021 ,《Asymmetric, visible light-mediated radical sulfinyl-Smiles rearrangement to access all-carbon quaternary stereocentres》 was published in Nature Chemistry. The article was written by Hervieu, Cedric; Kirillova, Mariia S.; Suarez, Tatiana; Muller, Marco; Merino, Estibaliz; Nevado, Cristina. The article contains the following contents:
The asym. construction of all-carbon quaternary centers within acyclic settings represents a long-standing challenge for synthetic chemists. Alongside polar and radical methods, rearrangement reactions represent an attractive platform, but still broadly applicable methods are in high demand. Here we report an asym., radical sulfinyl-Smiles rearrangement to access acyclic amides that bear an α-all-carbon quaternary center. Our strategy uses enantioenriched N-arylsulfinyl acrylamides such as I as acceptors for a variety of radicals produced in situ under mild photoredox conditions. The sulfinamido group not only directs the 1,4-migration of the aryl moiety onto the α-carbon of the amide, which thus governs its absolute configuration, but also functions as a traceless chiral auxiliary. The amides obtained in this multicomponent process such as II are prevalent in pharmaceuticals, agrochems. and bioactive natural products, and can be transformed into valuable chiral α,α-disubstituted acids, oxindoles as well as into β,β-disubstituted amines, highlighting the synthetic potential of this transformation. In the experiment, the researchers used Thiophene-2-sulfonyl chloride(cas: 16629-19-9Application In Synthesis of Thiophene-2-sulfonyl chloride)
Thiophene-2-sulfonyl chloride(cas: 16629-19-9) is a member of sulfonyl chlorides. Sulfonyl chlorides are reactive sulfonic acid derivatives similar in properties and reactivity to acid chlorides of carboxylates. The sulfonic acid group, however, is a highly hindered molecule, containing a tetrahedral configuration of substituents. Application In Synthesis of Thiophene-2-sulfonyl chloride
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