Synthesis of 2-Cyanobenzothiazoles via Pd-Catalyzed/Cu-Assisted C-H Functionalization/Intramolecular C-S Bond Formation from N-Arylcyanothioformamides

Autor:	Nathan Broudic, Alexandra Pacheco-Benichou, Corinne Fruit, Thierry Besson
Jazyk:	angličtina
Rok vydání:	2022
Předmět:	N-arylcyanothioformamides 4 5-dichloro-1 2 3-dithiazolium chloride N-arylimino-1 2 3-dithiazoles 2-cyanobenzothiazoles C-S bond formation Organic chemistry QD241-441
Zdroj:	Molecules, Vol 27, Iss 23, p 8426 (2022)
Druh dokumentu:	article
ISSN:	1420-3049
DOI:	10.3390/molecules27238426
Popis:	We report herein on a catalytic system involving palladium and copper to achieve the cyclization of N-arylcyanothioformamides and the synthesis of 2-cyanobenzothiazoles. The C-H functionalization/intramolecular C-S bond formation reaction was achieved in the presence of air, using 2.0 equiv of an inorganic additive (KI). In many cases, the reaction led to a sole product regioselectively obtained in good yields, allowing the synthesis of a wide range of substituted 2-cyanobenzothiazole derivatives, providing valuable building blocks for the design of more complex heterocyclic or molecular labeling systems.
Databáze:	Directory of Open Access Journals
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