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Co(I)-Catalyzed [3 + 2] Annulation of o-Haloaryl Imines with Alkenes for the Synthesis of Indanamines

Authors :
Eric Léonel
Myriam Behar-Pirès
Jérôme Paul
Lisa Luong Van My
Erwan Le Gall
Marc Presset
Coralie Guillaume
Source :
The Journal of Organic Chemistry. 83:4078-4086
Publication Year :
2018
Publisher :
American Chemical Society (ACS), 2018.

Abstract

The use of a CoBr2/1,10-phenanthroline catalytic system together with Zn as the reductant was developed to prepare diversely substituted indanamines by a Co(I)-catalyzed [3 + 2] annulation of o-haloaryl imines with electron-deficient alkenes in good yields. The use of Mn as the reductant allowed the elaboration of a three-component version of this reaction. These conditions were also found to be suitable for the activation of various halides and were extended to the preparation of the indenamine and strigolactam scaffolds.

Details

ISSN :
15206904 and 00223263
Volume :
83
Database :
OpenAIRE
Journal :
The Journal of Organic Chemistry
Accession number :
edsair.doi.dedup.....011825e0edebff0b7d10f6d7cba43c81
Full Text :
https://doi.org/10.1021/acs.joc.8b00551