101870-60-4Relevant articles and documents
Hetarynic synthesis and chemical transformations of dihydrodiquinolinopyrazines
Grig-Alexa, Irina-Claudia,Garnier, Ethel,Finaru, Adriana-Luminita,Ivan, Lucia,Jarry, Christian,Léger, Jean-Michel,Caubère, Paul,Guillaumet, Gérald
, p. 2000 - 2004 (2004)
New dihydrodiquinolinopyrazines (DHDQP) were easily obtained by hetarynic dimerization of 2-alkylamino-3-bromoquinolines in the presence of complex base NaNH2-t-BuONa. Functionalization and derivatization of these new heterocycles are described.
Regioselective Chlorination of Quinoline N-Oxides and Isoquinoline N-Oxides Using PPh3/Cl3CCN
Qiao, Kai,Wan, Li,Sun, Xiaoning,Zhang, Kai,Zhu, Ning,Li, Xin,Guo, Kai
, p. 1606 - 1611 (2016)
A novel method for the regioselective C2-chlorination of heterocyclic N-oxides has been developed. PPh3/Cl3CCN were used as chlorinating reagents and the desired N-heterocyclic chlorides were obtained smoothly in satisfactory yields. The reactions proceeded in a highly efficient and selective manner across a broad range of substrates demonstrating excellent functional group tolerance. In addition, this chlorination reaction can be used for the modification of N-heterocyclic scaffolds of appealing ligands and pharmaceuticals.
A concise synthesis of indoloquinoline skeletons applying two consecutive Pd-catalyzed reactions
Bogányi, Borbála,Kámán, Judit
, p. 9512 - 9519 (2013/10/08)
The indoloquinoline alkaloids cryptolepine (1), neocryptolepine (2), isocryptolepine (3), and isoneocryptolepine (4) are important tools in traditional medicine. Now, their precursors 1a-4a were synthesized in two steps starting from the corresponding bromo-iodoquinolines. Our strategy is based on palladium-catalyzed reactions, applying regioselective Buchwald-Hartwig amination on 2,3- and 3,4-dihaloquinolines followed by an intramolecular Heck-type reaction. Both steps were carried out under microwave irradiation.
Chemoselective bromodeboronation of organotrifluoroborates using tetrabutylammonium tribromide: Application in (Z)-dibromoalkene syntheses
Yao, Min-Liang,Reddy, Marepally Srinivasa,Li, Yong,Walfish, Ingrid,Blevins, David W.,Kabalka, George W.
supporting information; experimental part, p. 700 - 703 (2010/04/02)
(Chemical Equation Presented) Tetrabutylammonlum trlbromlde (TBATB) has been found to be a unique bromodeboronatlon reagent for organotrlf luoroborates. When compared to previously reported bromodeboronatlon methods, the mild and metal-free reaction conditions tolerate a wider range of functional groups. High reglo- and chemoselectlvlty are observed In the presence of both unsaturated carbon-carbon bonds and aldehyde functional groups. An efficient synthetic route to (Z)-dlbromoalkenes from terminal alkynes has been developed using the TBATB-medlated bromodeboronatlon as a key step.
