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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Rh(III)-Catalyzed Carbocyclization of 3-(Indolin-1-yl)-3-oxopropanenitriles with Alkynes and Alkenes through C-H Activation》. Authors are Zhou, Tao; Wang, Yanwei; Li, Bin; Wang, Baiquan.The article about the compound:5-Fluoroindolinecas:2343-22-8,SMILESS:FC1=CC2=C(NCC2)C=C1).Recommanded Product: 2343-22-8. Through the article, more information about this compound (cas:2343-22-8) is conveyed.

Rh(III)-catalyzed carbocyclization reactions of 3-(indolin-1-yl)-3-oxopropanenitriles with alkynes and alkenes have been developed to form 1,7-fused indolines through C-H activation. These reactions have a broad range of substrates and high yields. Unsym. aryl-alkyl substituted alkynes proceeded smoothly with high regioselectivity. Electron-rich alkynes could undergo further oxidative coupling reaction to form polycyclic compounds For alkenes, 1,2-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-4-ones were formed via C(sp2)-H bond alkenylation and C(sp2)-H, C(sp3)-H oxidative coupling reactions.

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Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics