Silver-Catalyzed Carbon Dioxide Fixation on Alkynylindoles

Seiya Uema; Kodai Saito; Tohru Yamada

doi:10.1021/acs.orglett.2c01994

Silver-Catalyzed Carbon Dioxide Fixation on Alkynylindoles

Seiya Uema, Kodai Saito, Tohru Yamada

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

4 Citations (Scopus)

Abstract

A silver-catalyzed carbon dioxide fixation reaction into 2-alkynylindole derivatives was developed to afford tricyclic indoles. Carbon dioxide was selectively fixed on the N atom of the indole, and only 6-endo-dig cyclization proceeded under mild reaction conditions. Carboxylation on C3 of the indole was not observed. This method was applicable for a variety of 2-alkynylindoles, and the corresponding products were obtained in high yields without the production of side products.

Original language	English
Pages (from-to)	4831-4834
Number of pages	4
Journal	Organic Letters
Volume	24
Issue number	26
DOIs	https://doi.org/10.1021/acs.orglett.2c01994
Publication status	Published - 2022 Jul 8

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/acs.orglett.2c01994

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title = "Silver-Catalyzed Carbon Dioxide Fixation on Alkynylindoles",

abstract = "A silver-catalyzed carbon dioxide fixation reaction into 2-alkynylindole derivatives was developed to afford tricyclic indoles. Carbon dioxide was selectively fixed on the N atom of the indole, and only 6-endo-dig cyclization proceeded under mild reaction conditions. Carboxylation on C3 of the indole was not observed. This method was applicable for a variety of 2-alkynylindoles, and the corresponding products were obtained in high yields without the production of side products.",

author = "Seiya Uema and Kodai Saito and Tohru Yamada",

note = "Funding Information: This work was partially supported by JSPS KAKENHI [Scientific Research (C) 18K05112]. Publisher Copyright: {\textcopyright} 2022 American Chemical Society.",

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doi = "10.1021/acs.orglett.2c01994",

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T1 - Silver-Catalyzed Carbon Dioxide Fixation on Alkynylindoles

AU - Uema, Seiya

AU - Saito, Kodai

AU - Yamada, Tohru

PY - 2022/7/8

Y1 - 2022/7/8

N2 - A silver-catalyzed carbon dioxide fixation reaction into 2-alkynylindole derivatives was developed to afford tricyclic indoles. Carbon dioxide was selectively fixed on the N atom of the indole, and only 6-endo-dig cyclization proceeded under mild reaction conditions. Carboxylation on C3 of the indole was not observed. This method was applicable for a variety of 2-alkynylindoles, and the corresponding products were obtained in high yields without the production of side products.

AB - A silver-catalyzed carbon dioxide fixation reaction into 2-alkynylindole derivatives was developed to afford tricyclic indoles. Carbon dioxide was selectively fixed on the N atom of the indole, and only 6-endo-dig cyclization proceeded under mild reaction conditions. Carboxylation on C3 of the indole was not observed. This method was applicable for a variety of 2-alkynylindoles, and the corresponding products were obtained in high yields without the production of side products.

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JO - Organic Letters

JF - Organic Letters

IS - 26

ER -

Silver-Catalyzed Carbon Dioxide Fixation on Alkynylindoles

Abstract

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