Dissymmetrization of benzothiadiazole by direct C–H arylation: A way to symmetrical and unsymmetrical elongated π-conjugated molecules - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue European Journal of Organic Chemistry Année : 2017

Dissymmetrization of benzothiadiazole by direct C–H arylation: A way to symmetrical and unsymmetrical elongated π-conjugated molecules

Résumé

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.
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hal-01945640 , version 1 (05-12-2018)

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Chunxiang Dall'Agnese, Daniel Hernandez Maldonado, Damien Le Borgne, Kathleen Moineau-Chane Ching. Dissymmetrization of benzothiadiazole by direct C–H arylation: A way to symmetrical and unsymmetrical elongated π-conjugated molecules. European Journal of Organic Chemistry, 2017, 2017 (46), pp.6872-6877. ⟨10.1002/ejoc.201701382⟩. ⟨hal-01945640⟩
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