Environmental Science and Pollution Research.
Springer Science + Business Media.
Vol. 26.
2019.
P. 559-569
Metal-Free Dearomatization: Direct Access to Spiroindol(en)ines in Batch and Continuous-Flow
A metal-free, phosphine-catalyzed intramolecular “umpolung Michael addition” on alkynes to form spiroindol(en)ines is reported. This nucleophilic catalysis enables the formation of a wide scope of five- and six-membered spiroindol(en)ines in moderate to excellent yields in batch as well as under continuous-flow conditions. Triphenylphosphine-catalyzed nucleophilic activation of alkynes allows the exclusive formation of exo-product under mild reaction conditions. © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
Authors
Ranjan P.1
,
Ojeda G.M.1,
2
,
Sharma U.K.1
,
Van Der Eycken E.V.
Journal
Publisher
Wiley-VCH Verlag
Language
English
Status
Published
Link
Year
2019
Organizations
- 1 Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, Leuven, 3001, Belgium
- 2 Center for Natural Products Research, Faculty of Chemistry, University of Havana, ZapatayG, Havana, 10400, Cuba
- 3 People's Friendship University of Russia, RUDN University), Miklukho -Maklaya street 6, Moscow, 117198, Russian Federation
Keywords
dearomatization; flow chemistry; indoles; organocatalysis; spiroindolenine
Date of creation
04.02.2019
Date of change
04.02.2019
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