Synthesis of 2-phosphonoheterocycles via base-promoted 5-endo cyclization

[Display omitted] •Fast and easy method to synthesize 2-phosphonodihydrofurans and dihydropyrroles.•Metal-free 5-endo cyclization.•Access to 2-arylated pyrroles. Herein, a synthesis of 2-phosphonodihydrofurans and 2-phosphonodihydropyrroles via 5-endo cyclization of O-and N-propargylated compounds i...

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Bibliographic Details
Published in:Tetrahedron letters 2021-02, Vol.64, p.152742, Article 152742
Main Authors: Bousbia, Ameni, Benkhoud, Mohamed Lamine, El-Kaïm, Laurent, Prévost, Sébastien
Format: Article
Language:English
Subjects:
5-Endo cyclization
Alkynes
Chemical Sciences
Dihydrofurans
Dihydropyrroles
Phopshonates
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Summary:[Display omitted] •Fast and easy method to synthesize 2-phosphonodihydrofurans and dihydropyrroles.•Metal-free 5-endo cyclization.•Access to 2-arylated pyrroles. Herein, a synthesis of 2-phosphonodihydrofurans and 2-phosphonodihydropyrroles via 5-endo cyclization of O-and N-propargylated compounds is described. The reaction is promoted by potassium tert-butoxide and allows a fast access to interesting heterocycles which were easily converted into 2-arylated pyrroles under acidic conditions.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2020.152742