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Selective deprotonation of tetra[3,4]thienylene in the presence of n-BuLi

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Abstract

The sequential lithiation mechanism for the selective deprotonation of tetra[3,4]thienylene (1) to form Li4-1 in the present of n-BuLi in THF is investigated. The specific contralateral and ipsilateral selectivities of the lithiation sites in the different steps are explored. A series of tetra-substituted 1 are obtained, via Li4-1 with electrophiles, in good yields.

Graphical abstract: Selective deprotonation of tetra[3,4]thienylene in the presence of n-BuLi

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Publication details

The article was received on 24 Nov 2016, accepted on 28 Jan 2017, published on 06 Feb 2017 and first published online on 06 Feb 2017


Article type: Research Article
DOI: 10.1039/C6QO00754F
Citation: Org. Chem. Front., 2017, Advance Article
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    Selective deprotonation of tetra[3,4]thienylene in the presence of n-BuLi

    L. Li, B. Li, C. Li, Z. Ma, L. Xu and H. Wang, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C6QO00754F

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