Home / Publications / Synthesis of photochromic 2,3-bis(2,5-dimethyl-3-thienyl)-3-cyanoacrylates by the Beckmann rearrangement of a cyclobutenedione derivative

Synthesis of photochromic 2,3-bis(2,5-dimethyl-3-thienyl)-3-cyanoacrylates by the Beckmann rearrangement of a cyclobutenedione derivative

Valerii Zarmikovich Shirinian 1
Valerii Zarmikovich Shirinian
, 
Mikhail Mikhailovich Krayushkin 1
Mikhail Mikhailovich Krayushkin
, 
Valerii Aleksandrovich Barachevskiĭ 2
Valerii Aleksandrovich Barachevskiĭ
, 
Leonid Isaakovich Belen'kii 1
Leonid Isaakovich Belen'kii
, 
Aleksei Alekseevich Shimkin 1
Aleksei Alekseevich Shimkin
, 
Yuri Petrovich Strokach 2
Yuri Petrovich Strokach
10.1070/MC2004v014n05ABEH001916
Published 2004-09-29
Communication , Volume 14, Issue 5, 202-204
6
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Shirinian V. Z. et al. Synthesis of photochromic 2,3-bis(2,5-dimethyl-3-thienyl)-3-cyanoacrylates by the Beckmann rearrangement of a cyclobutenedione derivative // Mendeleev Communications. 2004. Vol. 14. No. 5. pp. 202-204.
GOST all authors (up to 50) Copy
Shirinian V. Z., Krayushkin M. M., Barachevskiĭ V. A., Belen'kii L. I., Shimkin A. A., Strokach Y. P. Synthesis of photochromic 2,3-bis(2,5-dimethyl-3-thienyl)-3-cyanoacrylates by the Beckmann rearrangement of a cyclobutenedione derivative // Mendeleev Communications. 2004. Vol. 14. No. 5. pp. 202-204.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1070/MC2004v014n05ABEH001916
UR - https://mendcomm.colab.ws/publications/10.1070/MC2004v014n05ABEH001916
TI - Synthesis of photochromic 2,3-bis(2,5-dimethyl-3-thienyl)-3-cyanoacrylates by the Beckmann rearrangement of a cyclobutenedione derivative
T2 - Mendeleev Communications
AU - Shirinian, Valerii Zarmikovich
AU - Krayushkin, Mikhail Mikhailovich
AU - Barachevskiĭ, Valerii Aleksandrovich
AU - Belen'kii, Leonid Isaakovich
AU - Shimkin, Aleksei Alekseevich
AU - Strokach, Yuri Petrovich
PY - 2004
DA - 2004/09/29
PB - Mendeleev Communications
SP - 202-204
IS - 5
VL - 14
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2004_Shirinian,
author = {Valerii Zarmikovich Shirinian and Mikhail Mikhailovich Krayushkin and Valerii Aleksandrovich Barachevskiĭ and Leonid Isaakovich Belen'kii and Aleksei Alekseevich Shimkin and Yuri Petrovich Strokach},
title = {Synthesis of photochromic 2,3-bis(2,5-dimethyl-3-thienyl)-3-cyanoacrylates by the Beckmann rearrangement of a cyclobutenedione derivative},
journal = {Mendeleev Communications},
year = {2004},
volume = {14},
publisher = {Mendeleev Communications},
month = {Sep},
url = {https://mendcomm.colab.ws/publications/10.1070/MC2004v014n05ABEH001916},
number = {5},
pages = {202--204},
doi = {10.1070/MC2004v014n05ABEH001916}
}
MLA
Cite this
MLA Copy
Shirinian, Valerii Zarmikovich, et al. “Synthesis of photochromic 2,3-bis(2,5-dimethyl-3-thienyl)-3-cyanoacrylates by the Beckmann rearrangement of a cyclobutenedione derivative.” Mendeleev Communications, vol. 14, no. 5, Sep. 2004, pp. 202-204. https://mendcomm.colab.ws/publications/10.1070/MC2004v014n05ABEH001916.

Abstract

An unusual Beckmann rearrangement was discovered in the reaction of 3,4-bis(2,5-dimethyl-3-thienyl)cyclobut-3-ene-1,2-dione with hydroxylamine hydrochloride to give esters of 2,3-bis(2,5-dimethyl-3-thienyl)-3- cyanoacrylic acid.

References

1.
10.1070/MC2004v014n05ABEH001916_bib1_1
Shirinian
Khim. Geterotsikl. Soedin., 2001
2.
10.1070/MC2004v014n05ABEH001916_bib1_2
Krayushkin
Izv. Akad. Nauk, Ser. Khim., 2002
3.
Krayushkin M.M., Shirinian V.Z., Belen’kii L.I., Shadronov A.Y., Martynkin A.Y., Uzhinov B.M.
Mendeleev Communications, 2002
6.
A New Access to Diarylmaleic Anhydrides
Beccalli E.M., Gelmi M.L., Marchesini A.
European Journal of Organic Chemistry, 1999
7.
A. Lagrange, Fr. Pat. 2772266 (Chem. Abstr., 1999, 131, 134400p).
10.
10.1070/MC2004v014n05ABEH001916_bib4_3
Conley
1971
12.
10.1070/MC2004v014n05ABEH001916_bib5_2
Mysyk
Zh. Org. Khim., 1987
13.
10.1070/MC2004v014n05ABEH001916_bib5_3
Zaitseva
Zh. Org. Khim., 1976
15.
10.1070/MC2004v014n05ABEH001916_bib6
Krayushkin
Zh. Org. Khim., 2002