4271-09-4Relevant articles and documents
Copper-catalyzed dehydrogenative cross-coupling of benzothiazoles with thiazoles and polyfluoroarene
Fan, Shilu,Zhang, Xingang,Chen, Zhao
supporting information, p. 4950 - 4953,4 (2020/09/16)
A copper-catalyzed dehydrogenative cross-coupling of benzothiazoles with thiazoles and polyfluoroarene under mild reaction conditions is described. This protocol provides a straightforward and operationally simple method for the synthesis of the 2,27prime;-linkage of thiazoles and 2-polyfluoroarylthiazoles of interest in life and material sciences.
Copper(II)-catalyzed dehydrogenative cross-coupling between two azoles
Qin, Xurong,Feng, Boya,Dong, Jiaxing,Li, Xiaoyu,Xue, Ying,Lan, Jingbo,You, Jingsong
supporting information, p. 7677 - 7683 (2012/11/06)
The copper(II)-catalyzed dehydrogenative coupling between two different azoles for the preparation of unsymmetrical biazoles has been developed. The current catalytic system can effectively control the chemoselectivity for heterocoupling over homocoupling.
A general method for copper-catalyzed arene cross-dimerization
Do, Hien-Quang,Daugulis, Olafs
supporting information; experimental part, p. 13577 - 13586 (2011/10/10)
A general method for a highly regioselective copper-catalyzed cross-coupling of two aromatic compounds using iodine as an oxidant has been developed. The reactions involve an initial iodination of one arene followed by arylation of the most acidic C-H bon
Reactions of 2-allylthiobenzimidazole, -oxazole, -thiazole, and the isomeric thiones with dichlorocarbene
Ramazanova,Tarakanova,Vagabov,Litvinova,Anisimov
, p. 201 - 206 (2007/10/03)
The reactions of 2-allylthiobenzimidazole, -oxazole, and -thiazole, and the thiones formed from them on heating, with dichlorocarbene have been investigated under phase transfer catalysis conditions.
A new synthesis of chloroheterocycles via metal-halogen exchange between trichloroacetyl derivatives and heteroaromatic lithium and Grignard reagents
Boga, Carla,Del Vecchio, Erminia,Forlani, Luciano,Milanesi, Lilia,Edgardo Todesco, Paolo
, p. 155 - 159 (2007/10/03)
The reaction between 2-lithio derivatives of aromatic azaheterocycles and trichlorocetyl derivatives rapidly produces the corresponding 2-chloro derivatives in high yields through a metal-halogen exchange mechanism. The use of ethyl trichloroacetate can give better results with respect to those obtained with trichloroacetyl chloride, which probably involves dichloroketene formation. The reaction with Grignard reagents is more complex: in fact, 2-benzothiazolylmagnesium chloride with ethyl trichloroacetate or trichloroacetyl chloride gives 2-chlorobenzothiazole together with considerable amounts of ethyl 1,3-benzothiazole-2-carboxylate or 2-benzothiazolyl dichloromethyl ketone, respectively.
Chemical Interactions between 2-Mercaptobenzazoles and ?-Acceptors
Hassan, A. A.,Mohamed, N. K.,El-Tamany, E. H.,Ali, B. A.,Mourad, A. E.
, p. 653 - 662 (2007/10/02)
2-Mercaptobenzazoles (1a-c) interact with several ?-acceptors such as tetracyanoethylene (TCNE), 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), 2,3,5,6-tetrachloro-1,4-benzoquinone (CHL), dicyanomethyleneindane-1,3-dione (CNIND), 2,3-dicyano-1,4-naphthoquinone (DCNQ), 9-dicyanomethylene-2,4,7-trinitrofluorene (DTF), and 2,3-dichloro-1,4-naphthoquinone (DCHNQ) via the formation of charge-transfer (CT) complexes to yield various heterocyclic compounds. - Keywords: 2-Mercaptobenzazoles; Molecular interactions; ?-Acceptors
Inter- and Intramolecular Biaryl Couplings Via Cyanocuprate Intermediates
Lipshutz, Bruce H.,Kayser, Frank,Maullin, Nathalie
, p. 815 - 818 (2007/10/02)
Low temperature oxidations of selected higher order cyanocuprates composed of one or two heteroaromatic ligands can be oxidatively coupled in an inter- or intramolecular fashion to afford unsymmetrical biaryls.Non-heteroaromatic systems have also been studied in related intramolecular processes.
REACTION OF TRIHETEROARYLPHOSPHINES WITH ORGANOLITHIUM REAGENTS CONCURRENT LIGAND EXCHANGE AND LIGAND COUPLING
Uchida, Yuzuru,Takaya, Yoshikazu,Oae, Shigeru
, p. 347 - 351 (2007/10/02)
Reaction of tri(2-benzothiazyl)phosphine or tri(2-pyridyl)phosphine with aryl- or heteroaryllithium compounds in THF affords 2,2'-bibenzothiazyl or 2,2'-bipyridyl by ligand coupling in good yields.
LIGAND EXCHANGE AND LIGAND COUPLING VIA THE ?-SULFURANE INTERMEDIATE IN THE REACTION OF ALKYL 2-PYRIDYL SULFOXIDE WITH GRIGNARD REAGENTS: CONVENIENT PREPARATION OF 2,2'-BIPYRIDINES
Oae, Shigeru,Kawai, Tsutomu,Furukawa, Naomichi
, p. 123 - 132 (2007/10/02)
The reaction between methyl 2-pyridyl sulfoxide (1) with Grignard reagents afforded 2,2'-bipyridine (2) in moderate yield.The reaction is considered to involve initial ligand exchange to generate 2-pyridylmagnesium halide which in the subsequent step attacks the original sulfoxide to form the ?-sulfurane that undergoes ligand coupling to afford 2.The reaction of t-butyl-2-pyridyl sulfoxide (3) with C6H5MgBr, however, gave only 2-phenylpyridine (4).This may due to steric hindrance to the initial ligand exchange.Formation of 2 is a convenient process for preparation of 2,2'-bipyridines bearing various substituents.
Electrochemical behaviour of 5-(2-benzothiazolyl hydrazono)-1,3-dimethylbarbituric acid
Malik, Wahid U.,Goyal, R. N.,Rajeshwari, Miss
, p. 78 - 82 (2007/10/02)
The electrochemical oxidation and reduction behaviour of 5-(2-benzothiazolyl hydrazono)-1,3-dimethyl barbituric acid has been studied in the pH range 3.0-11.0 at PGE and dropping mercury electrode.The electrochemical oxidation of hydrazones has not previously been studied in detail.The studies reported on hydrazones earlier deal with their reduction.The mechanisms of electrooxidation and electroreduction are suggested on the basis of spectral studies, coulometry and product identification.