Sustainable multicomponent indole synthesis with broad scope

Xiaofang Lei; Giasemi K. Angeli; Constantinos G. Neochoritis; Alexander Dömling

doi:10.1039/d2gc02060b

Sustainable multicomponent indole synthesis with broad scope

Xiaofang Lei, Giasemi K. Angeli, Constantinos G. Neochoritis, Alexander Dömling^*

^*Bijbehorende auteur voor dit werk

Onderzoeksoutput › Academic › peer review

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The most preferred heterocyclic indole core was de novo assembled by an innovative 2-step reaction from inexpensive and broadly available anilines, glyoxal dimethyl acetal, formic acid and isocyanides involving an Ugi multicomponent reaction followed by an acid induced cyclization. As opposed to many other indoles syntheses, our method delivers under mild and benign conditions using ethanol as solvent and no metal catalyst. The scope of the reactions was scouted and 20 derivatives are described.

Originele taal-2	English
Pagina's (van-tot)	6168–6171
Aantal pagina's	4
Tijdschrift	Green Chemistry
Volume	24
Nummer van het tijdschrift	16
DOI's	https://doi.org/10.1039/d2gc02060b
Status	Published - 21-jul.-2022

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10.1039/d2gc02060bLicentie: CC BY-NC

Sustainable multicomponent indole synthesis with broad scopeFinal publisher's version, 880 KBLicentie: CC BY-NC

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CCDC 2174980: Experimental Crystal Structure Determination
Lei, X. (Contributor), Angeli, G. K. (Contributor), Neochoritis, C. G. (Contributor) & Dömling, A. (Contributor), The Cambridge Structural Database, 22-mei-2022
DOI: 10.5517/ccdc.csd.cc2c07n9
Dataset
CCDC 2174979: Experimental Crystal Structure Determination
Lei, X. (Contributor), Angeli, G. K. (Contributor), Neochoritis, C. G. (Contributor) & Dömling, A. (Contributor), The Cambridge Structural Database, 25-mei-2022
DOI: 10.5517/ccdc.csd.cc2c07m8
Dataset

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title = "Sustainable multicomponent indole synthesis with broad scope",

abstract = "The most preferred heterocyclic indole core was de novo assembled by an innovative 2-step reaction from inexpensive and broadly available anilines, glyoxal dimethyl acetal, formic acid and isocyanides involving an Ugi multicomponent reaction followed by an acid induced cyclization. As opposed to many other indoles syntheses, our method delivers under mild and benign conditions using ethanol as solvent and no metal catalyst. The scope of the reactions was scouted and 20 derivatives are described.",

author = "Xiaofang Lei and Angeli, {Giasemi K.} and Neochoritis, {Constantinos G.} and Alexander D{\"o}mling",

note = "Funding Information: The research project (to C. G. N) was supported by the Hellenic Foundation for Research and Innovation (H.F.R.I.) under the “2nd Call for H.F.R.I. Research Projects to support Post-Doctoral Researchers” (Project Number: 0911). Xiaofang Lei acknowledges the China Scholarship Council for support. Publisher Copyright: {\textcopyright} 2022 The Royal Society of Chemistry.",

year = "2022",

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doi = "10.1039/d2gc02060b",

language = "English",

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AU - Lei, Xiaofang

AU - Angeli, Giasemi K.

AU - Neochoritis, Constantinos G.

AU - Dömling, Alexander

N1 - Funding Information: The research project (to C. G. N) was supported by the Hellenic Foundation for Research and Innovation (H.F.R.I.) under the “2nd Call for H.F.R.I. Research Projects to support Post-Doctoral Researchers” (Project Number: 0911). Xiaofang Lei acknowledges the China Scholarship Council for support. Publisher Copyright: © 2022 The Royal Society of Chemistry.

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N2 - The most preferred heterocyclic indole core was de novo assembled by an innovative 2-step reaction from inexpensive and broadly available anilines, glyoxal dimethyl acetal, formic acid and isocyanides involving an Ugi multicomponent reaction followed by an acid induced cyclization. As opposed to many other indoles syntheses, our method delivers under mild and benign conditions using ethanol as solvent and no metal catalyst. The scope of the reactions was scouted and 20 derivatives are described.

AB - The most preferred heterocyclic indole core was de novo assembled by an innovative 2-step reaction from inexpensive and broadly available anilines, glyoxal dimethyl acetal, formic acid and isocyanides involving an Ugi multicomponent reaction followed by an acid induced cyclization. As opposed to many other indoles syntheses, our method delivers under mild and benign conditions using ethanol as solvent and no metal catalyst. The scope of the reactions was scouted and 20 derivatives are described.

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EP - 6171

JO - Green Chemistry

JF - Green Chemistry

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IS - 16

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Sustainable multicomponent indole synthesis with broad scope

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CCDC 2174980: Experimental Crystal Structure Determination

CCDC 2174979: Experimental Crystal Structure Determination

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