Synthesis and properties of 5, 7‐disubstituted 5, 7‐dihydropyrido[2, 3‐b:6, 5‐b′]diindoles. Issue 10 (15th March 2017)

• Record Type: Journal Article
• Authors: Ohlendorf, Lars; Velandia, John E. Diaz; Kónya, Krisztina; Ehlers, Peter; Villinger, Alexander; Langer, Peter
• Is Part Of: Advanced synthesis & catalysis. Volume 359:Issue 10(2017)
• Page Start: 1758
• Page End: 1769
• Publication Date: 2017-03-15
• Subjects: Pyridine -- palladium -- heterocycles -- cyclization -- regioselectivity; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201601390
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: A new and efficient two‐step procedure for the preparation of 5, 7‐disubstituted 5, 7‐dihydropyrido[2, 3‐ b :6, 5‐ b ′]diindoles, containing aryl‐, benzyl‐ as well as alkyl‐substituents has been developed. This methodology consists of a chemo‐selective double Suzuki‐Miyaura cross‐coupling reaction followed by a fourfold Buchwald‐Hartwig amination reaction. UV/VIS absorption and fluorescence measurements have been carried out for a selected series of compounds. The results are summarized and compared with those of the isomeric 5, 7‐disubstituted 5‐7‐dihydropyrido[3, 2‐ b :5, 6‐ b ′]diindoles. Abstract :