- Microwave-assisted synthesis of 3-aminoarylquinolines from 2-nitrobenzaldehyde and indole via SnCl2-mediated reduction and facile indole ring opening
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A simple and efficient one-pot two-step synthesis of substituted 3-aminoarylquinolines has been achieved from 2-nitrobenzaldehyde and indoles under microwave irradiation. Firstly 2-nitrobenzaldehydes is reduced to 2-aminobenzaldehyde in situ by commonly u
- Rao, Mugada Sugunakara,Sarkar, Subhankar,Hussain, Sahid
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- Mapping the reactivity of the quinoline ring-system – Synthesis of the tetracyclic ring-system of isocryptolepine and regioisomers
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Bromoquinolines (2-bromoquinoline – 8-bromoquinoline and 5-bromo-3-methoxyquinoline) and 2-aminophenylboronic acid hydrochloride were subjected to Suzuki-Miyaura cross-coupling conditions resulting in formation of the desired biaryl systems in good yields. The resulting biaryls were then subjected to palladium catalyzed C–H activation/C–N bond formation utilizing PdCl2(dppf). The reactions revealed large differences in reactivity depending on the attachment point for the 2-aminophenyl group on the quinoline. The variation in the reactivity was rationalized based on the electron distribution around the quinoline ring-system.
- H?heim, Katja S.,Urdal Helgeland, Ida T.,Lindb?ck, Emil,Sydnes, Magne O.
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p. 2949 - 2957
(2019/04/25)
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- RhII2-catalyzed synthesis of α-, β-, or δ-carbolines from aryl azides
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Approaching all isomers: A range of α-, β- and δ-carbolinium ions are readily available from ortho-substituted aryl azides using a rhodium(II) carboxylate catalyst (see scheme). The carbolinium ions are readily reduced to afford tryptolines or deprotonated to access pyridoindoles. This [RhII2]-catalyzed C-H bond amination was used in the synthesis of (±)-horsfiline and neocryptolepine. esp=α,α,α',α'- tetramethyl-1,3-benzenedipropionate. Copyright
- Pumphrey, Ashley L.,Dong, Huijun,Driver, Tom G.
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p. 5920 - 5923
(2012/08/07)
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- A Convenient Synthesis of Two New Indoloquinoline Alkaloids
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A concise synthesis of two new indoloquinoline-based alkaloids (1 and 2), isolated from Cryptolepis sanguinolenta, is reported. The palladium-catalyzed cross-coupling reaction of 3-bromoquinoline derivatives with N-pivaloylamino phenylboronic acid gave th
- Timári, Géza,Soós, Tibor,Hajós, Gy?rgy
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p. 1067 - 1068
(2007/10/03)
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- A SIMPLE REGIOSELECTIVE PREPARATION OF 2- OR 3-SUBSTITUTED QUINOLINE DERIVATIVES VIA DIALKYLQUINOLYLBORANES
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Various quinoline derivatives possessing a substituent at the 2- or 3-position were prepared by the reaction of dialkylquinolylboranes and organic bromides in the presence of a palladium catalyst.
- Ishikura, Minoru,Oda, Izumi,Terashima, Masanao
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p. 2375 - 2386
(2007/10/02)
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