A general synthetic route to 4‐substituted‐2,2′‐bithiophenes | Zendy

Rasmussen Seth C. | Zendy; Pickens Jason C. | Zendy; Hutchison James E. | Zendy

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A general synthetic route to 4‐substituted‐2,2′‐bithiophenes

Author(s) -

Rasmussen Seth C.,

Pickens Jason C.,

Hutchison James E.

Publication year - 1997

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570340143

Subject(s) - chemistry , adduct , grignard reagent , reagent , hydroxymethyl , halogen , organic chemistry , combinatorial chemistry , alkyl

A new synthetic route to 4‐substituted‐2,2′‐bithiophenes has been developed utilizing 4‐bromo‐2,2′‐bithiophene ( 1 ). Formation of the bithienyllithium adduct via halogen‐metal exchange was found to be problematic and resulted in complex mixtures of products. The Grignard reagent of 1 can be obtained easily via the “entrainment” method, allowing the production of 4‐substituted‐2,2′‐bithiophenes (where sub‐stituent = octyl, hydroxyethyl, hydroxymethyl, carboxy, carbomethoxy, acetoxyethyl, and acetoxymethyl).

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