Bi(OTf)3 Enabled C-F Bond Cleavage in HFIP: Electrophilic Aromatic Formylation with Difluoro(phenylsulfanyl)methane was written by Betterley, Nolan M.;Kerdphon, Sutthichat;Chaturonrutsamee, Suppisak;Kongsriprapan, Sopanat;Surawatanawong, Panida;Soorukram, Darunee;Pohmakotr, Manat;Andersson, Pher G.;Reutrakul, Vichai;Kuhakarn, Chutima. And the article was included in Asian Journal of Organic Chemistry in 2018.Quality Control of 5-Chloroindole-3-carboxaldehyde This article mentions the following:
Bismuth(III) trifluoromethanesulfonate [Bi(OTf)3] mediated mild electrophilic aromatic formylation utilizing difluoro(phenylsulfanyl)methane (PhSCF2H) as a formylating agent in hexafluoro-2-propanol (HFIP) as a recyclable ionizing solvent has been developed. The active formylating species was generated via C-F bond cleavage and was characterized to be a bis(phenylsulfanyl)methyl cation by exptl. and computational 1H and 13C NMR. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Quality Control of 5-Chloroindole-3-carboxaldehyde).
5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Quality Control of 5-Chloroindole-3-carboxaldehyde
Referemce:
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Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles