Mathematics.
MDPI AG.
Vol. 9.
2021.
Direct conversion of 3-(2-nitroethyl)-1H-indoles into 2-(1H-indol-2-yl)acetonitriles
The recently discovered [4+1]-spirocyclization of nitroalkenes to indoles provided a convenient new approach to 2-(1H-indol-2-yl)acetonitriles. However, this reaction was complicated by the formation of inert 3-(2-nitroethyl)-1H-indole byproducts. Herein, we offer a workaround this problem that allows for effective transformation of the unwanted byproducts into acetonitrile target molecules. © 2021 by the authors. Licensee MDPI, Basel, Switzerland.
Authors
Aksenov A.V.
1
,
Aksenov N.A.
1
,
Aleksandrova E.V.
1
,
Aksenov D.A.
1
,
Grishin I.Yu.1
,
Sorokina E.A.
2
,
Wenger A.3
,
Rubin M.
1,
3
Journal
Publisher
MDPI AG
Number of issue
20
Language
English
Status
Published
Link
Number
6132
Volume
26
Year
2021
Organizations
- 1 Department of Chemistry, North Caucasus Federal University, 1a Pushkin St, Stavropol, 355017, Russian Federation
- 2 Organic Chemistry Department, Peoples’ Friendship, University of Russia (RUDN University), 6, Miklukho-Maklaya St, Moscow, 117198, Russian Federation
- 3 Department of Chemistry, University of Kansas, 1567 Irving Hill Road, Lawrence, KS 66045, United States
Keywords
1,2-alkyl shift; Cascade transformations; Heterocycles; Nitroalkanes; Rearrangements
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Other records
Neuroscience and Behavioral Physiology.
Kluwer Academic Publishers-Plenum Publishers.
Vol. 51.
2021.
P. 1132-1147