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Title: Functionalized Thieno[3,2‐b]pyrroles from Acylthiophenes, Acetylene Gas and Hydrazines in Two Steps.
Authors: Schmidt, Elena Yu.; Semenova, Nadezhda V.; Tatarinova, Inna V.; Ushakov, Igor A.; Vashchenko, Alexander V.; Trofimov, Boris A.
Abstract: Thieno[3,2‐b]pyrroles with N‐arylamino and 3‐thienoylpropyl functionalities are synthesized in up to 68 % yield from acylthiophenes, acetylene gas and hydrazines via the intermediate methylene‐6,8‐dioxabicyclo[3.2.1]octanes, which undergo multi‐position structural reorganization into the title compounds in the presence of hydrazines and TFA.
Subjects: HYDRAZINES; PYRROLES; OCTANE; HYDRAZINE; GASES; ACETYLENE; KETONES
Publication: European Journal of Organic Chemistry, 2021, Vol 2021, Issue 19, p2802
ISSN: 1434-193X
Publication type: Academic Journal
DOI: 10.1002/ejoc.202100377

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Functionalized Thieno[3,2‐b]pyrroles from Acylthiophenes, Acetylene Gas and Hydrazines in Two Steps.