Author(s)

Qian Dou ¹, Tao Wang ¹, Duo Jia ¹, Yaoqiang Hu ¹, Zhiling Liu ¹, Nina Zhang ¹, Yinshan Liu ¹

Affiliation(s)

¹ Research Institute of Yanchang Petroleum (Group) Co. LTD, Xi'an, China

Corresponding Author

ABSTRACT

Ring expansion of oxetanes and azetidines was rarely reported. However, this could be a very effective method for the synthesis of tetrahydrofurans. The ring expansion of oxetanes with diazo compounds was reported, but the substrate scope was quite limited. We successfully developed a new NHC ligand combined with copper could successfully accomplish this reaction with high yield.

KEYWORDS

CITE THIS PAPER

Qian Dou, Tao Wang, Duo Jia, Yaoqiang Hu, Zhiling Liu, Nina Zhang, Yinshan Liu, Ring Expansion of Oxetanes to 4-Substituted Furans with NHC-Cu Catalysts. Journal of Materials, Processing and Design (2023) Vol. 7: 1-5. DOI: http://dx.doi.org/10.23977/jmpd.2023.070101.

REFERENCES

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[5] Nozaki, H., Takaya, H., Moriuti, S., Noyori, R. (1968) Homogeneous catalysis in the decomposition of diazo compounds by copper chelates: Asymmetric carbenoid reactions. Tetrahedron, 24, 3655-3669. https://doi.org/10.1016/ S0040-4020(01)91998-2.
[6] Lo, M. M. C., Fu, G. C. (2001) Applications of planar-chiral heterocycles in enantioselective catalysis: Cu (I)/ bisazaferrocene-catalyzed asymmetric ring expansion of oxetanes to tetrahydrofurans.  Tetrahedron. 57, 2621-2634. https://doi.org/10.1016/S0040-4020(01)00082-5.
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