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Silver salt enabled H/D exchange at the β-position of thiophene rings: synthesis of fully deuterated thiophene derivatives.

Fei-Fei ShengEn-Ci LiJing-Wen BaiCai-Xia WangGuang-Qi HuKai-Hui LiuZheng-Yi SunKang ShenHong-Hai Zhang
Published in: Organic & biomolecular chemistry (2022)
We disclose a silver catalyzed H/D exchange reaction, which can introduce the deuterium atom at the β position of thiophene rings without the assistance of any coordinating groups. The advantages of this reaction include operation in open air, usage of D 2 O as the deuterium source, good tolerance to a range of functional groups and obtaining high atom% deuterium incorporation. In addition, this H/D exchange reaction is employed for direct deuteration of a thiophene based monomer, which is usually prepared by multistep synthesis from expensive deuterated starting materials.
Keyphrases
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