51417-51-7Relevant articles and documents
7-Pyridylindoles: Synthesis, structure, and properties
Mudadu, Maria Salvatora,Singh, Ajay,Thummel, Randolph P.
, p. 7611 - 7617 (2006)
(Chemical Equation Presented) A series of three isomeric 7-pyridylindoles (7-PIs) are prepared where the pyridine attachment is through C2, C3, or C4. These systems are prepared by a combination of the Bartoli reaction and the Stille coupling with an appropriate pyridyl stannane. By treatment with CH 3I, the 7-PIs can be converted to their pyridinium salts. Deprotonation at the NH of these salts leads to a zwitterion which, in the 4-pyridyl system, also exists as a neutral isomer. The photophysical and NMR properties of these systems are discussed. All three pyridylindoles are analyzed by X-ray crystallography and shown to exist in different states of aggregation dictated by the formation of intra- and intermolecular H-bonds.
CONDENSED HETEROAROMATIC RING SYSTEMS. XXIII. A CONCISE SYNTHESIS OF HIPPADINE
Sakamoto, Takao,Yasuhara, Akito,Kondo, Yoshinori,Yamanaka, Hiroshi
, p. 2597 - 2600 (1993)
Hippadine, a pyrrolophenanthridine alkaloid, was synthesized in 39percent overall yield of three steps using the palladium-catalyzed cross-coupling reaction of 2,6-dibromoaniline with (Z)-1-tributylstannyl-2-ethoxyethene as a key step.
Covalent Organic Frameworks toward Diverse Photocatalytic Aerobic Oxidations
Liu, Shuyang,Tian, Miao,Bu, Xiubin,Tian, Hua,Yang, Xiaobo
supporting information, p. 7738 - 7744 (2021/05/07)
Photoactive two-dimensional covalent organic frameworks (2D-COFs) have become promising heterogenous photocatalysts in visible-light-driven organic transformations. Herein, a visible-light-driven selective aerobic oxidation of various small organic molecules by using 2D-COFs as the photocatalyst was developed. In this protocol, due to the remarkable photocatalytic capability of hydrazone-based 2D-COF-1 on molecular oxygen activation, a wide range of amides, quinolones, heterocyclic compounds, and sulfoxides were obtained with high efficiency and excellent functional group tolerance under very mild reaction conditions. Furthermore, benefiting from the inherent advantage of heterogenous photocatalysis, prominent sustainability and easy photocatalyst recyclability, a drug molecule (modafinil) and an oxidized mustard gas simulant (2-chloroethyl ethyl sulfoxide) were selectively and easily obtained in scale-up reactions. Mechanistic investigations were conducted using radical quenching experiments and in situ ESR spectroscopy, all corroborating the proposed role of 2D-COF-1 in photocatalytic cycle.
Pd-Catalyzed C-H Halogenation of Indolines and Tetrahydroquinolines with Removable Directing Group
Ahmad, Ashfaq,Dutta, Himangsu Sekhar,Kumar, Mohit,Khan, Afsar Ali,Raziullah,Koley, Dipankar
, p. 5870 - 5875 (2020/07/30)
Pd-catalyzed directing-group-assisted regioselective halogenations to C7 of indolines and C8 of tetrahydroquinolines were achieved in good to excellent yields. The practicality and utility of the developed method have been illustrated by various functiona