Programmed Synthesis of Tetra-Aryl Thiophenes with Stepwise, Ester-Controlled Regioselectivity
- 10 September 2021
- journal article
- research article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 23 (19), 7348-7352
- https://doi.org/10.1021/acs.orglett.1c02447
Abstract
Herein, we report a modular synthetic route to access tetra-arylated thiophene compounds with four different substituents with programmed chemical control provided by an ester activating/directing group. This method enables the functionalization of individual positions of thiophene sequentially via regioselective halogenations and cross-coupling reactions. The reaction sequence described provides tetra-arylated thiophenes in higher yields than previous routes and employs practical reaction protocols, simple catalytic systems, and short reaction times.Keywords
Funding Information
- Natural Sciences and Engineering Research Council of Canada (RGPIN-2020-07211)
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