So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Wang, Xuan; Tang, Huanyu; Feng, Huijin; Li, Yuanchao; Yang, Yaxi; Zhou, Bing researched the compound: 5-Fluoroindoline( cas:2343-22-8 ).Recommanded Product: 5-Fluoroindoline.They published the article 《Access to Six- and Seven-Membered 1,7-Fused Indolines via Rh(III)-Catalyzed Redox-Neutral C7-Selective C-H Functionalization of Indolines with Alkynes and Alkenes》 about this compound( cas:2343-22-8 ) in Journal of Organic Chemistry. Keywords: diazepinoindoline preparation; pyridoindoline preparation; pyrroloquinolinone preparation; indoline derivative annulation alkene alkyne; acrylate aza Michael addition indoline derivative; alkenylation indoline derivative acrylate. We’ll tell you more about this compound (cas:2343-22-8).
We report herein a new strategy for the Rh(III)-catalyzed redox-neutral C7-selective C-H activation/annulation of indolines to rapidly access various privileged 1,7-fused indolines by utilizing an oxidizing-directing group. For example, a Rh(III)-catalyzed redox-neutral C7-selective C-H functionalization of indolines, e.g., I [R = OMe, O2CCMe3, R1 = H; R = OMe, R1 = Me-2, Me-3, (CH2)5-3,3, Me-4, Me-5, OMe-5, Cl-5, Br-5, CO2Me-5] with arylalkynes, e.g., II [R2 = H, Me-4, OMe-4, F-4, Me-3], is described to directly access 7-membered 1,7-fused indolines, e.g., III [R1 = Me-2, Me-3, (CH2)5-3,3, Me-4, Me-5, OMe-5, Cl-5, Br-5, CO2Me-5, R2 = H; R1 = H, R2 = H, Me-4, OMe-4, F-4, Me-3]. Moreover, an unprecedented intramol. addition of an alkenyl-Cp*Rh(III) species to a carbamoyl moiety occurred to give 1H-pyrroloquinolinones, e.g., IV [R1 = Me-2, Me-3, (CH2)5-3,3, Me-4, Me-5, OMe-5, Cl-5, Br-5, CO2Me-5, R3 = Et; R1 = H, R3 = Me, Pr, Bu], when employing alkyl alkynes, e.g., R3CCR3. Addnl., an efficient Rh(III)-catalyzed redox-neutral C7-selective C-H activation/alkenylation/aza-Michael addition of indolines is also developed to give 6-membered 1,7-fused indolines, e.g., V [R1 = H, Me-4, Me-5, OMe-5, Cl-5, Br-5, F-5, OMe-6, R4 = CO2Me; R1 = H, R4 = CO2Et, CO2Bu, CO2CMe3, CO2CH2Ph, SO2Ph, CN, P(:O)(OEt)2] . The advantages of these processes are as follows: (1) mild and simple reaction conditions; (2) no need for an external oxidant; (3) broad scope of substrates; and (4) valuable six- or seven-membered 1,7-fused indolines as products.
Although many compounds look similar to this compound(2343-22-8)Recommanded Product: 5-Fluoroindoline, numerous studies have shown that this compound(SMILES:FC1=CC2=C(NCC2)C=C1), has unique advantages. If you want to know more about similar compounds, you can read my other articles.
Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics