76890-18-1Relevant academic research and scientific papers
Direct C-H Arylation and Alkylation of Electron-Deficient Heteroaromatic Compounds with Organozinc Reagents
Peng, Zhihua,Yu, Chuanman,Wang, Yilei,Wei, Dongyue,Jiang, Cuiyu
, p. 3678 - 3688 (2021/11/16)
A direct and convenient method for the C-H arylation and alkylation of electron-deficient N-heteroarenes with readily available organozinc reagents has been developed. This transformation could be readily performed in the absence of a transition-metal catalyst and external oxidants, affording a wide range of substituted heteroarenes with good functional group tolerance in good to excellent yields. The developed simple protocol is scalable to the gram level and suitable for late-stage modification of bioactive molecules and drugs.
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.
