Direct Conversion of 3-(2-Nitroethyl)-1H-Indoles into 2-(1H-Indol-2-yl)Acetonitriles

被引：9
|
作者：
Aksenov, Alexander, V [1 ]
Aksenov, Nicolai A. [1 ]
Aleksandrova, Elena, V [1 ]
Aksenov, Dmitrii A. [1 ]
Grishin, Igor Yu [1 ]
Sorokina, Elena A. [2 ]
Wenger, Allison [3 ]
Rubin, Michael [1 ,3 ]
机构：
[1] North Caucasus Fed Univ, Dept Chem, 1a Pushkin St, Stavropol 355017, Russia
[2] Peoples Friendship Univ Russia, Organ Chem Dept, RUDN Univ, 6 Miklukho Maklaya St, Moscow 117198, Russia
[3] Univ Kansas, Dept Chem, 1567 Irving Hill Rd, Lawrence, KS 66045 USA
来源：
MOLECULES | 2021年 / 26卷 / 20期
基金：
俄罗斯科学基金会;
关键词：
nitroalkanes; heterocycles; 1,2-alkyl shift; rearrangements; cascade transformations; PRIMARY NITRO-COMPOUNDS; BISINDOLE ALKALOIDS; TRANSFORMATION; CONFIGURATION; NITRILES; INDOLES;
D O I：
10.3390/molecules26206132
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
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.
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页数：16
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