4390-52-7Relevant academic research and scientific papers
TBAB-Catalyzed Csp3–N Bond Formation by Coupling Pyridotriazoles with Anilines: A New Route to (2-Pyridyl)alkylamines
Lamaa, Diana,Lin, Hsin-Ping,Bzeih, Tourin,Retailleau, Pascal,Alami, Mouad,Hamze, Abdallah
, p. 2602 - 2611 (2019)
A new metal-free procedure allowing Csp3–N bond formation through coupling of pyridotriazoles and weakly nucleophilic anilines has been developed. This sustainable reaction shows high tolerance towards functional groups (ketones, free alcohols) leading to 2-picolylamine derivatives. The key to our success is the use of a catalytic amount of TBAB and water as a co-solvent leading to the formation of pyridylalkylamine derivatives. As this coupling tolerates the presence of Csp2–Br bond on both partners of the reaction, we performed a sequential one-pot reaction between functionalized triazolopyridines and anilines followed by a second coupling with N-tosylhydrazones leading to the formation of Csp3–N and Csp2–Csp2 bonds.
Halogen-Lithium Exchange of Sensitive (Hetero)aromatic Halides under Barbier Conditions in a Continuous Flow Set-Up
Weidmann, Niels,Nishimura, Rodolfo H. V.,Harenberg, Johannes H.,Knochel, Paul
supporting information, p. 557 - 568 (2020/09/18)
A halogen-lithium exchange reaction of (hetero)aromatic halides performed in the presence of various electrophiles such as aldehydes, ketones, Weinreb amides, and imines using BuLi as exchange reagent and a commercially available flow set-up is reported. The organolithiums generated in situ were instantaneously trapped with various electrophiles (Barbier conditions) resulting in the formation of polyfunctional (hetero)arenes. This method enables the functionalization of (hetero)arenes containing highly sensitive functional groups such as esters, which are not tolerated in batch conditions.
Light-induced metal-free transformations of unactivated pyridotriazoles
Zhang, Ziyan,Yadagiri, Dongari,Gevorgyan, Vladimir
, p. 8399 - 8404 (2019/09/30)
A highly efficient and practical method for incorporation of the arylmethylpyridyl moiety into diverse molecules has been developed. This method features the transition metal-free light-induced room temperature transformation of pyridotriazoles into pyridyl carbenes, which are capable of smooth arylation, X-H insertion, and cyclopropanation reactions. The synthetic usefulness of the developed method was illustrated in a facile synthesis of biologically active molecules.
Photocatalytic and Chemoselective Transfer Hydrogenation of Diarylimines in Batch and Continuous Flow
Van As, Dean J.,Connell, Timothy U.,Brzozowski, Martin,Scully, Andrew D.,Polyzos, Anastasios
supporting information, p. 905 - 908 (2018/02/22)
A visible-light photocalytic method for the chemoselective transfer hydrogenation of imines in batch and continuous flow is described. The reaction utilizes Et3N as both hydrogen source and single-electron donor, enabling the selective reduction of imines derived from diarylketimines containing other reducible functional groups including nitriles, halides, esters, and ketones. The dual role of Et3N was confirmed by fluorescence quenching measurements, transient absorption spectroscopy, and deuterium-labeling studies. Continuous-flow processing facilitates straightforward scale-up of the reaction.
Correction to: Photocatalytic and Chemoselective Transfer Hydrogenation of Diarylimines in Batch and Continuous Flow (Organic Letters (2018) 20:4 (905-908) DOI: 10.1021/acs.orglett.7b03565)
Van As, Dean J.,Connell, Timothy U.,Brzozowski, Martin,Scully, Andrew D.,Polyzos, Anastasios
, p. 4392 - 4392 (2018/07/29)
Sections of Schemes 2 and 4 were omitted in error during the production process. The complete versions of Schemes 2 and 4 are shown below.(Figure Persented).Scheme 2 is corrected as follows:.
PYRIDINE COMPLEX OF ZIRCONIUM, CATALYTIC SYSTEM COMPRISING SAID PYRIDINE COMPLEX OF ZIRCONIUM AND PROCESS OF (CO)POLYMERIZATION OF CONJUGATED DIENES
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Page/Page column 30; 31, (2016/04/09)
Pyridine complex of zirconium having general formula (I): ? Said pyridine complex of zirconium having general formula (I) may advantageously be used in a catalytic system for the (co)polymerization of conjugated dienes.
Diiminoisoindolin-diphosphines using four multdentate ligand, hydroxyimino calbonyl compd. calbonyl compound and method
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Page 14, (2008/06/13)
A process for the hydrogenation, using molecular hydrogen (H2) of a catalytic system, wherein the catalytic system includes a base and a complex of formula (II):wherein Y represent simultaneously or independently a hydrogen or halogen atom, a hydroxy group, or an alkoxy, carboxyl or other anionic radical, and P2N2 is a tetradentate diimino-diphosphine ligand.
Naphthalene-catalysed lithiation of chlorinated nitrogenated aromatic heterocycles and reaction with electrophiles
Gómez, Inmaculada,Alonso, Emma,Ramón, Diego J.,Yus, Miguel
, p. 4043 - 4052 (2007/10/03)
Naphthalene catalysed reductive lithiation of various chloroazines (1, 7, 10, 13) in the presence of different electrophiles yields, after hydrolysis, the expected functionalised heterocycles with one (2, 8), two (11, 14a-d) and three nitrogen atoms in the ring (14e,f). This methodology allowed us to trap in situ the lithium imine derived from the reaction of 2- pyridyllithium with benzonitrile, by reaction with a Grignard reagent in the presence of titanium alkoxides. 2,4-Dimethoxypyrimidines (14a,c,d) are demethylated under acidic conditions to give the corresponding uracil derivatives 16. (C) 2000 Elsevier Science Ltd.
