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Three-Component Reaction of 3-Arylidene-3H-Indolium Salts, Isocyanides, and Alcohols.

ABSTRACT: A novel isocyanide-based multicomponent synthesis of alkyl aryl(indol-3-yl)acetimidates has been established. Starting from aryl(indol-3-yl)methylium tetrafluoroborates, aromatic isocyanides and alcohols, the imidates were obtained in moderate to very good yields. Consecutive four-component synthesis of the above mentioned imidates from N-alkylindoles, aromatic aldehydes, aromatic isocyanides and alcohols was also proposed. In addition, it was shown that in the presence of water, aryl(indol-3-yl)methylium tetrafluoroborates reacted with isocyanides to furnish aryl(indol-3-yl)acetamides.

SUBMITTER: Golantsov NE

PROVIDER: S-EPMC6532454 | biostudies-literature | 2019

REPOSITORIES: biostudies-literature

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Three-Component Reaction of 3-Arylidene-3<i>H</i>-Indolium Salts, Isocyanides, and Alcohols.

Golantsov Nikita E NE Nguyen Hung M HM Golubenkova Alexandra S AS Varlamov Alexey V AV Van der Eycken Erik V EV Voskressensky Leonid G LG

Frontiers in chemistry 20190516

A novel isocyanide-based multicomponent synthesis of alkyl aryl(indol-3-yl)acetimidates has been established. Starting from aryl(indol-3-yl)methylium tetrafluoroborates, aromatic isocyanides and alcohols, the imidates were obtained in moderate to very good yields. Consecutive four-component synthesis of the above mentioned imidates from N-alkylindoles, aromatic aldehydes, aromatic isocyanides and alcohols was also proposed. In addition, it was shown that in the presence of water, aryl(indol-3-yl ...[more]

PMID: 31157211

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Three-Component Reactions of 3-Arylidene-3H-Indolium Salts, Isocyanides and Amines.

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Design of Anti-infectious Agents from Lawsone in a Three-Component Reaction with Aldehydes and Isocyanides.

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Microwave-Assisted Kabachnik⁻Fields Reaction with Amino Alcohols as the Amine Component.

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Ionic Liquid-Promoted Three-Component Domino Reaction of Propargyl Alcohols, Carbon Dioxide and 2-Aminoethanols: A Thermodynamically Favorable Synthesis of 2-Oxazolidinones.

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