76890-09-0Relevant academic research and scientific papers
Pyridine mediated transition-metal-free direct alkylation of anilines using alcohols: via borrowing hydrogen conditions
Pothikumar, Rajagopal,Bhat, Venugopal T,Namitharan, Kayambu
supporting information, p. 13607 - 13610 (2020/11/17)
Herein, we report pyridine and other similar azaaromatics as efficient biomimetic hydrogen shuttles for a transition-metal-free direct N-alkylation of aryl and heteroaryl amines using a variety of benzylic and straight chain alcohols. Mechanistic studies including deuterium labeling and the isolation of dihydro-intermediates of the benzannulated pyridine confirmed the role of pyridine and a borrowing hydrogen process operating in these reactions. In addition, we have extended this methodology for the development of dehydrogenative synthesis of quinolines and indoles, as well as the transfer hydrogenation of ketones. This journal is
A nanoscale iron catalyst for heterogeneous direct: N - And C -alkylations of anilines and ketones using alcohols under hydrogen autotransfer conditions
Nallagangula, Madhu,Sujatha, Chandragiri,Bhat, Venugopal T.,Namitharan, Kayambu
supporting information, p. 8490 - 8493 (2019/07/22)
Here, we report a commercially available nanoscale Fe catalyst for heterogeneous direct N- and C-alkylation reactions of anilines and methyl ketones with alcohols. A hydrogen autotransfer mechanism has been found to operate in these reactions by deuterium labelling studies. In addition, dehydrogenative quinoline synthesis has been demonstrated from amino benzyl alcohols and acetophenones.
SYNTHESIS OF METHYL-SUBSTITUTED INDENOQUINOLINES, INDENOQUINOXALINES, AND THEIR KETO DERIVATIVES AND INVESTIGATION OF THEIR STRUCTURES
Prostakov, N. S.,Pleshakov, V. G.,Abedin, Md. Zainul,Kordova, I. R.,Zakharov, V. F.,Zvolinskii, V. P.
, p. 556 - 566 (2007/10/02)
A series of difficultly obtainable and previously unknown methyl homologs of 11H-indenoquinoline, 11H-indenoquinoxaline, and the corresponding 11-keto derivatives were synthesized by new convenient methods, and their structures were investigated.By PMR with lanthanide shift reagents Eu(dpm)3, Pr(dpm)3 and Yb(dpm)3 it was established that the indenoquinolines and ketoindenoquinoxalines do not coordinate with any of the indicated reagents, while the 11-keto derivatives of the indenoquinolines, like those of the indenoquinoxalines, only enter coordination with Yb(dpm)3 at the oxygen atom in the case of the ketoindenoqui nolines and at the N10 nitrogen atom in the case of the indenoquinoxalines.The results from quantum-chemical calculations on the keto derivatives of the indenoquinoline and indenoquinoxaline series are given, and the reasons for the various directions of coordination of Yb(dpm)3 with this type of compound are discussed.
