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Merging Transition-Metal Catalysis with Phthalimides: A New Entry to Useful Building Blocks

Authors :
Christian Bruneau
Yu-Chao Yuan
Rafael Gramage-Doria
Institut des Sciences Chimiques de Rennes (ISCR)
Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Rennes 1 (UR1)
Université de Rennes (UNIV-RENNES)-Université de Rennes (UNIV-RENNES)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes)
Institut National des Sciences Appliquées (INSA)-Université de Rennes (UNIV-RENNES)-Institut National des Sciences Appliquées (INSA)
Université de Rennes (UR)-Institut National des Sciences Appliquées - Rennes (INSA Rennes)
Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Ecole Nationale Supérieure de Chimie de Rennes (ENSCR)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)
Source :
SYNTHESIS, SYNTHESIS, Georg Thieme Verlag, 2018, 50 (21), pp.4216-4228. ⟨10.1055/s-0037-1610282⟩, Synthesis: Journal of Synthetic Organic Chemistry, Synthesis: Journal of Synthetic Organic Chemistry, 2018, 50 (21), pp.4216-4228. ⟨10.1055/s-0037-1610282⟩
Publication Year :
2018
Publisher :
Georg Thieme Verlag KG, 2018.

Abstract

Phthalimides have found their main application in organic synthesis as protecting groups for primary amines during the multistep synthesis of biologically relevant targets. On the other hand, phthalimide functionalization is rather challenging and it is traditionally associated with the use of over-stoichiometric amounts of environmentally hazardous reagents. In this short review, we describe and discuss how, in the last decades, transition-metal catalysts have provided useful organic building blocks after selective transformation of the phthalimide skeleton in a more efficient and sustainable manner.1 Introduction2 Partial Carbonyl Reduction3 Full Carbonyl Reduction4 Aromatic Ring Reduction5 Five-Membered-Ring Opening6 Conclusion

Details

ISSN :
1437210X and 00397881
Volume :
50
Database :
OpenAIRE
Journal :
Synthesis
Accession number :
edsair.doi.dedup.....f8714d66e655fe7d5ecca139d7fbb417
Full Text :
https://doi.org/10.1055/s-0037-1610282