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Efficient synthesis of β-nitro amides by aminocarbonylation of ethoxycarbonyl-containing nitroalkenes with carbamoylsilane

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Liu Y., Han Y., Chen J. X. Efficient synthesis of β-nitro amides by aminocarbonylation of ethoxycarbonyl-containing nitroalkenes with carbamoylsilane // Mendeleev Communications. 2020. Vol. 31. No. 1. pp. 128-129.
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Liu Y., Han Y., Chen J. X. Efficient synthesis of β-nitro amides by aminocarbonylation of ethoxycarbonyl-containing nitroalkenes with carbamoylsilane // Mendeleev Communications. 2020. Vol. 31. No. 1. pp. 128-129.
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TY - JOUR
DO - 10.1016/j.mencom.2021.01.041
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.01.041
TI - Efficient synthesis of β-nitro amides by aminocarbonylation of ethoxycarbonyl-containing nitroalkenes with carbamoylsilane
T2 - Mendeleev Communications
AU - Liu, Yanhong
AU - Han, Yuling
AU - Chen, Jian Xin
PY - 2020
DA - 2020/12/30
PB - Mendeleev Communications
SP - 128-129
IS - 1
VL - 31
ER -
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@article{2020_Liu,
author = {Yanhong Liu and Yuling Han and Jian Xin Chen},
title = {Efficient synthesis of β-nitro amides by aminocarbonylation of ethoxycarbonyl-containing nitroalkenes with carbamoylsilane},
journal = {Mendeleev Communications},
year = {2020},
volume = {31},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.01.041},
number = {1},
pages = {128--129},
doi = {10.1016/j.mencom.2021.01.041}
}
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Liu, Yanhong, et al. “Efficient synthesis of β-nitro amides by aminocarbonylation of ethoxycarbonyl-containing nitroalkenes with carbamoylsilane.” Mendeleev Communications, vol. 31, no. 1, Dec. 2020, pp. 128-129. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2021.01.041.

Keywords

amides
aminocarbonylation
carbamoylsilanes
nitro compounds
organosilicon compounds
β-nitroalkenes

Abstract

Direct aminocarbonylation of β-nitroalkenes bearing β-positioned ethoxycarbonyl group using carbamoylsilane as an amide source afforded β-nitro amide derivatives under mild conditions without use of catalysts.

References

1.
Synthesis of enantiomerically-enriched N-aryl amino-amides via a Jocic-type reaction
Hobson C., Perryman M.S., Kirby G., Clarkson G.J., Fox D.J.
Tetrahedron Letters, 2018
3.
Anticonvulsant and acute adverse effect profiles of picolinic acid 2-fluoro-benzylamide in various experimental seizure models and chimney test in mice
Luszczki J.J., Swiader M.J., Swiader K., Paruszewski R., Turski W.A., Czuczwar S.J.
Fundamental and Clinical Pharmacology, 2008
5.
Graul A., Castañer J.
Drugs of the Future, 2015
6.
Versatile synthesis of quaternary 1,3-oxazolidine-2,4-diones and their use in the preparation of α-hydroxyamides
Merino O., Santoyo B.M., Montiel L.E., Jiménez-Vázquez H.A., Zepeda L.G., Tamariz J.
Tetrahedron Letters, 2010
7.
Catalytic Asymmetric Synthesis of α-Amino Acids
Nájera C., Sansano J.M.
Chemical Reviews, 2007
9.
I(2)-catalyzed direct α-hydroxylation of β-dicarbonyl compounds with atmospheric oxygen under photoirradiation.
Miao C., Wang Y., Xing M., Lu X., Sun X., Yang H.
Journal of Organic Chemistry, 2013
10.
Recent Progress in Synthesis of Amides
Dong H., Hou M.
Chinese Journal of Organic Chemistry, 2017
11.
Palladium(0)-Catalyzed Carbonylative One-Pot Synthesis of N-Acylguanidines
Åkerbladh L., Schembri L.S., Larhed M., Odell L.R.
Journal of Organic Chemistry, 2017
12.
Spontaneous Oxygenation of Siloxy-N-silylketenimines to α-Ketoamides
Sasaki M., Ando M., Kawahata M., Yamaguchi K., Takeda K.
Organic Letters, 2016
15.
On the Preparation of Carbamoylsilanes
Cunico R.F., Chen J.
Synthetic Communications, 2003
16.
Yao Y., Tong W., Chen J.
Mendeleev Communications, 2014
25.
Alkynylation and Cyanation of Alkenes Using Diverse Properties of a Nitro Group
Asahara H., Sofue A., Kuroda Y., Nishiwaki N.
Journal of Organic Chemistry, 2018
26.
Recent advances in the catalytic asymmetric synthesis of β-amino acids
Weiner B., Szymański W., Janssen D.B., Minnaard A.J., Feringa B.L.
Chemical Society Reviews, 2010
28.
β-Peptides:  From Structure to Function
Cheng R.P., Gellman S.H., DeGrado W.F.
Chemical Reviews, 2001
29.
Enzymatic Resolution of α-Alkyl β-Amino Acids Using Immobilized Penicillin G Acylase
Cardillo G., Tolomelli A., Tomasini C.
Journal of Organic Chemistry, 1996
30.
A New Synthesis of α-Amino Acid Derivatives Employing Methyl Nitroacetate as a Versatile Glycine Template
31.
Synthesis and structure of β-aryl-α-nitroacrylates
Baichurin R.I., Baichurina L.V., Aboskalova N.I., Berestovitskaya V.M.
Russian Journal of General Chemistry, 2013