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

ABSTRACT: 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.

SUBMITTER: Aksenov AV 

PROVIDER: S-EPMC8539596 | biostudies-literature | 2021 Oct

REPOSITORIES: biostudies-literature

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Direct Conversion of 3-(2-Nitroethyl)-1<i>H</i>-Indoles into 2-(1<i>H</i>-Indol-2-yl)Acetonitriles.

Aksenov Alexander V AV   Aksenov Nicolai A NA   Aleksandrova Elena V EV   Aksenov Dmitrii A DA   Grishin Igor Yu IY   Sorokina Elena A EA   Wenger Allison A   Rubin Michael M  

Molecules (Basel, Switzerland) 20211011 20

The recently discovered [4+1]-spirocyclization of nitroalkenes to indoles provided a convenient new approach to 2-(1<i>H</i>-indol-2-yl)acetonitriles. However, this reaction was complicated by the formation of inert 3-(2-nitroethyl)-1<i>H</i>-indole byproducts. Herein, we offer a workaround this problem that allows for effective transformation of the unwanted byproducts into acetonitrile target molecules. ...[more]

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