Dearomatization of 3-Nitroindoles by a Phosphine-Catalyzed Enantioselective [3+2] Annulation Reaction

Kaizhi Li, Theo Goncalves, Kuo-Wei Huang, Yixin Lu

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100 Scopus citations


The dearomatization of 3-nitroindoles through a chiral-phosphine-mediated [3+2] annulation reaction is described. This method makes use of readily available 3-nitroindoles as an aromatic feedstock and rapidly delivers a wide range of cyclopentaindoline alkaloid scaffolds in a highly enantioselective manner. Notably, phosphine-triggered cyclization has not been utilized previously in a dearomatization process.
Original languageEnglish (US)
Pages (from-to)5427-5431
Number of pages5
JournalAngewandte Chemie International Edition
Issue number16
StatePublished - Mar 14 2019

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: Y.L. thanks the Singapore National Research Foundation, Prime Minister's Office for the NRF Investigatorship Award (R-143-000-A15-281). Financial support from the National University of Singapore (R-143-000-695-114) and the National Natural Science Foundation of China (21672158) is also gratefully acknowledged. The service of Ibex, Shaheen 2 High Performance Computing Facilities was provided to K.-W. H. with financial support from King Abdullah University of Science and Technology (KAUST).


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