Home / Publications / Convenient preparation of (E)-3-arylidene-4-diazopyrrolidine-2,5-diones in array format

Convenient preparation of (E)-3-arylidene-4-diazopyrrolidine-2,5-diones in array format

Evgeny Gennadievich Chupakhin 1, 2
Evgeny Gennadievich Chupakhin
, 
Grigoriy Pavlovich Kantin 1
Grigoriy Pavlovich Kantin
, 
Dmitry Viktorovich Dar’in 1
Dmitry Viktorovich Dar’in
, 
Mikhail Yur'evich Krasavin 1, 2
Mikhail Yur'evich Krasavin
10.1016/j.mencom.2021.01.010
Published 2020-12-30
Communication , Volume 31, Issue 1, 36-38
13
Share
Cite this
GOST
 | 
Cite this
GOST Copy
Chupakhin E. G. et al. Convenient preparation of (E)-3-arylidene-4-diazopyrrolidine-2,5-diones in array format // Mendeleev Communications. 2020. Vol. 31. No. 1. pp. 36-38.
GOST all authors (up to 50) Copy
Chupakhin E. G., Kantin G. P., Dar’in D. V., Krasavin M. Y. Convenient preparation of (E)-3-arylidene-4-diazopyrrolidine-2,5-diones in array format // Mendeleev Communications. 2020. Vol. 31. No. 1. pp. 36-38.
RIS
 | 
Cite this
RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2021.01.010
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.01.010
TI - Convenient preparation of (E)-3-arylidene-4-diazopyrrolidine-2,5-diones in array format
T2 - Mendeleev Communications
AU - Chupakhin, Evgeny Gennadievich
AU - Kantin, Grigoriy Pavlovich
AU - Dar’in, Dmitry Viktorovich
AU - Krasavin, Mikhail Yur'evich
PY - 2020
DA - 2020/12/30
PB - Mendeleev Communications
SP - 36-38
IS - 1
VL - 31
ER -
BibTex
 | 
Cite this
BibTex (up to 50 authors) Copy
@article{2020_Chupakhin,
author = {Evgeny Gennadievich Chupakhin and Grigoriy Pavlovich Kantin and Dmitry Viktorovich Dar’in and Mikhail Yur'evich Krasavin},
title = {Convenient preparation of (E)-3-arylidene-4-diazopyrrolidine-2,5-diones in array format},
journal = {Mendeleev Communications},
year = {2020},
volume = {31},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.01.010},
number = {1},
pages = {36--38},
doi = {10.1016/j.mencom.2021.01.010}
}
MLA
Cite this
MLA Copy
Chupakhin, Evgeny Gennadievich, et al. “Convenient preparation of (E)-3-arylidene-4-diazopyrrolidine-2,5-diones in array format.” Mendeleev Communications, vol. 31, no. 1, Dec. 2020, pp. 36-38. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.01.010.

Keywords

diazo compounds
diazo transfer
maleimides
Michael acceptors
parallel synthesis
privileged structures
Wittig reaction

Abstract

A practically convenient synthesis of (E)-3-arylidene-4-diazopyrrolidine-2,5-diones from N-substituted maleimides via the Wittig reaction and the Regitz diazo transfer has been developed. In all 26 cases studied, only one chromatographic purification was required with no need for aqueous workup, which makes this protocol amenable to producing the emerging class of diazo compounds in parallel format.

References

5.
Exploring of drug leads from diversity-oriented Michael-acceptor library derived from natural products
Deng X., Kong L., Zhao Y., He J., Peng L., Li Y., Zhao Q.
Natural Products and Bioprospecting, 2012
6.
Synthesis and biological evaluation of novel benzylidene-succinimide derivatives as noncytotoxic antiangiogenic inhibitors with anticolorectal cancer activity in vivo
Luo K., Bao Y., Liu F., Xiao C., Li K., Zhang C., Huang R., Lin J., Zhang J., Jin Y.
European Journal of Medicinal Chemistry, 2019
8.
Toward the Discovery of Novel Anti-HIV Drugs. Second-Generation Inhibitors of the Cellular ATPase DDX3 with Improved Anti-HIV Activity: Synthesis, Structure-Activity Relationship Analysis, Cytotoxicity Studies, and Target Validation
Maga G., Falchi F., Radi M., Botta L., Casaluce G., Bernardini M., Irannejad H., Manetti F., Garbelli A., Samuele A., Zanoli S., Esté J.A., Gonzalez E., Zucca E., Paolucci S., et. al.
ChemMedChem, 2011
9.
Exocyclic Olefinic Maleimides: Synthesis and Application for Stable and Thiol-Selective Bioconjugation
Kalia D., Malekar P.V., Parthasarathy M.
Angewandte Chemie - International Edition, 2015
11.
E. Chupakhin, M. Gecht, A. Ivanov, G. Kantin, D. Dar’in and M. Krasavin, Synthesis, in press.
15.
https://www.molinspiration.com/.