32364-72-0Relevant academic research and scientific papers
Dissymmetrization of Benzothiadiazole by Direct C–H Arylation: A Way to Symmetrical and Unsymmetrical Elongated π-Conjugated Molecules
Dall'Agnese, Chunxiang,Hernández Maldonado, Daniel,Le Borgne, Damien,Moineau-Chane Ching, Kathleen I.
, p. 6872 - 6877 (2017)
5-(7-Bromo-2,1,3-benzothiadiazol-4-yl)-2-thiophenecarbaldehyde is a small building block of great interest for its use in the elaboration of symmetrical or unsymmetrical donor–acceptor π-conjugated molecules for optoelectronic applications. Herein, a convenient, one-pot, two-component synthesis of this intermediate is reported, based upon a palladium-catalysed, phosphine- and additive-free, direct C–H arylation process. The synthesis has been studied in depth to obtain optimum yields and selectivity by an efficient and environmentally friendly strategy for sustainable synthesis.
Synthesis of functionalized 2-arylthiophenes with triarylbismuths as atom-efficient multicoupling organometallic nucleophiles under palladium catalysis
Rao, Maddali L. N.,Banerjee, Debasis,Dhanorkar, Ritesh J.
supporting information; experimental part, p. 1324 - 1330 (2011/07/07)
Atom-efficient cross-coupling reactions of functionalized 2-bromo- and 2-iodothiophenes have been demonstrated using triarylbismuths as atom-efficient multicoupling organometallic nucleophiles under palladium-catalyzed conditions. These couplings with various functionalized triarylbismuths proceeded smoothly to afford the corresponding functionalized 2-arylthiophenes in high yields. Georg Thieme Verlag Stuttgart · New York.
Palladium-catalysed direct C-H activation/arylation of heteroaromatics: An environmentally attractive access to bi- or polydentate ligands
Derridj, Fazia,Gottumukkala, Aditya L.,Djebbar, Safia,Doucet, Henri
experimental part, p. 2550 - 2559 (2009/03/11)
Bi- or polydentate ligands based on heterocycles can be easily prepared by palladium-catalysed C-H bond activation of heteroaromatics followed by heteroarylation with heteroaryl bromides. A variety of heteroaromatics such as furans, thiophenes, pyridines, thiazoles or oxazole derivatives have been employed and moderate to good yields were generally obtained using the air-stable complex [PdCl(dppb)(C3H5)] as catalyst. A range of functions such as acetyl, formyl, ester or nitrile on the heteroaromatics is tolerated. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
A convenient catalytic route to symmetrical functionalized bithiophenes
Hassan, Jwanro,Lavenot, Laurence,Gozzi, Christel,Lemaire, Marc
, p. 857 - 858 (2007/10/03)
A series of symmetrical functionalized bithiophenes has been synthesized in good to excellent yields via homocoupling of thiophene halides in the presence of Pd(OAc)2 as a catalyst.
Arylation of Aromatic Heterocycles with Arenes and Palladium(II) Acetate
Itahara, Toshio
, p. 5272 - 5275 (2007/10/02)
Treatment of aromatic heterocycles such as furfural, 2-acetylfuran, 2-formylthiophene, 2-acetylthiophene, 1-benzoylpyrrole, 1-(2,6-dichlorobenzoyl)pyrrole, 1-acetylindole, and 1-acetyl-3-methylindole with arenes and palladium(II) acetate gave the corresponding aryl-substituted aromatic heterocycles.
