In 2022,Suraj; Swamy, K. C. Kumara published an article in Journal of Organic Chemistry. The title of the article was 《Ring-Expansion Reactions of Epoxy Amides and Enamides: Functionalized Azetidines, Dihydrofurans, Diazocanes, or Dioxa-3-azabicyclonon-4-enes?》.Reference of 4-Chlorobenzenesulfonyl chloride The author mentioned the following in the article:
Functionalized azetidines I [R1 = Ph, 4-MeC6H4, 2-naphthyl, etc.; R2 = Ph, 2-BrC6H4, 2-IC6H4, etc.], 2,3-dihydrofurans II [R3 = Ph, 4-MeC6H4, 4-ClC6H4, etc.] or the unorthodox dioxa-3-azabicyclonone-4-ene motifs III [R4 = Ph, 4-BrC6H4, 2-naphthyl, etc.; R5 = Ph, 4-MeC6H4, 2-BrC6H4, etc.] were the products from transition metal-free reaction between N-oxiranylmethyl benzenesulfonamide and β-chloro-cinnamaldehyde, depending on whether one uses either NaI/K2CO3 or LiBr/K2CO3. These ring expansion reactions involved enamide (X-ray evidence) derived from N-oxiranylmethyl benzenesulfonamide and β-chloro-cinnamaldehyde as an intermediate. The N-oxiranylmethyl benzenesulfonamide itself upon heating gave readily separable and crystalline isomeric diazocanes that could be characterized by X-ray crystallog. In the part of experimental materials, we found many familiar compounds, such as 4-Chlorobenzenesulfonyl chloride(cas: 98-60-2Reference of 4-Chlorobenzenesulfonyl chloride)
4-Chlorobenzenesulfonyl chloride(cas: 98-60-2) belongs to organochlorine compounds. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. Reference of 4-Chlorobenzenesulfonyl chloride However, the extent of chlorination is difficult to control. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst.
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics