Synthesis of benzo[b]thieno[2, 3-c]quinolines via palladium-catalyzed ring-closing reaction. (31st January 2023)

• Record Type: Journal Article
• Authors: Gábor, Dóra; Szabó, Tímea; Keglevich, György; Milen, Mátyás
• Is Part Of: Tetrahedron letters. Volume 115(2023)
• Publication Date: 2023-01-31
• Subjects: Bezothieno[2, 3-c]quinolines -- Kabachnik–Fields reaction -- Ring closure -- Intramolecular arylation; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2022.154298
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Abstract: Benzo[ b ]thieno[2, 3- c ]quinolines were synthesized via Pd-catalyzed ring closure reaction of the α-aminophosphonates obtained by the Kabachnik–Fields condensation of benzo[ b ]thiophene-2-carboxaldehydes, 2-iodoanilines and diethyl phosphite or dibenzyl phosphite. The intramolecular cyclizations remained incomplete under the conditions applied. The products were isolated in 11–42% yields, and the unreacted starting materials were recovered from the reaction mixture.