Novel one-pot approach to 2-aminofuran derivatives via multicomponent reaction of 3-hydroxy-4H-pyran-4-ones, α-ketoaldehydes and methylene active nitriles

Novel one-pot approach to 2-aminofuran derivatives via multicomponent reaction of 3-hydroxy-4H-pyran-4-ones, α-ketoaldehydes and methylene active nitriles Full article

Journal

Tetrahedron Letters
ISSN: 0040-4039 , E-ISSN: 1873-3581

Output data

Year: 2020, Volume: 61, Number: 41, Article number : 152384, Pages count : DOI: 10.1016/j.tetlet.2020.152384

Authors

Komogortsev Andrey N. ¹ , Melekhina Valeriya G. ¹ , Lichitsky Boris V. ¹ , Minyaev Michail E. ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Science, Leninsky Pr., 47, Moscow 119991, Russian Federation

A novel efficient one-pot method for the preparation of 2-aminofurans was developed based on multicomponent reaction of 3-hydroxy-4H-pyran-4-ones, α-ketoaldehydes and methylene active nitriles. A distinctive feature of the proposed approach is the formation of 2-aminofurans in contrast to related literature methods leading to 2-aminopyrans. The advantages of this synthesis include high yields, mild reaction conditions, atom economy and easy workup procedure, which can avoid chromatographic purifications. The structure of one of the 2-aminofuran derivatives was determined by X-ray diffraction.

Komogortsev A.N. , Melekhina V.G. , Lichitsky B.V. , Minyaev M.E.
Novel one-pot approach to 2-aminofuran derivatives via multicomponent reaction of 3-hydroxy-4H-pyran-4-ones, α-ketoaldehydes and methylene active nitriles
Tetrahedron Letters. 2020. V.61. N41. 152384 . DOI: 10.1016/j.tetlet.2020.152384 WOS Scopus OpenAlex

Web of science:	WOS:000573218900011
Scopus:	2-s2.0-85090847713
OpenAlex:	W3080571424

DB	Citing
OpenAlex	21
Scopus	19
Web of science	19