Friedel–Crafts arylation of aldehydes with indoles utilizing arylazo sulfones as the photoacid generator. Issue 2 (13th December 2022)

• Record Type: Journal Article
• Authors: Galathri, Eirini M.; Di Terlizzi, Lorenzo; Fagnoni, Maurizio; Protti, Stefano; Kokotos, Christoforos G.
• Is Part Of: Organic & biomolecular chemistry. Volume 21:Issue 2(2023)
• Page Start: 365
• Page End: 369
• Publication Date: 2022-12-13
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/d2ob02214a
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : A mild, low-cost and green protocol for the photochemical Friedel–Crafts arylation of aldehydes with indoles, utilizing arylazo sulfones as the photoacid generator. Abstract : A versatile, inexpensive and sustainable protocol for the preparation of valuable bis-indolyl methanes via visible light-mediated, metal-free Friedel–Crafts arylation has been developed. The procedure, that exploits the peculiar behavior of arylazo sulfones as non-ionic photoacid generators (PAGs), was applied to the conversion of a variety of aliphatic and aromatic aldehydes into diarylmethanes in good to highly satisfactory yields, employing a low-catalyst loading (0.5 mol%) and irradiation at 456 nm.