[2 + 2] Photocycloadditions between the Carbon–Nitrogen Double Bonds of Imines and Carbon–Carbon Double Bonds

Ryu Sakamoto, Tsubasa Inada, Shunya Sakurai, Keiji Maruoka

Organic Letters · 2016 · 91 citations · 35 references

Concepts

Abstract

In contrast to the well-known [2 + 2] photocycloadditions between C═O and C═C bonds, the participation of C═N bonds in such reactions is relatively rare. In this paper, the unprecedented UV-light-induced [2 + 2] cycloadditions between N-arylsulfonylimines and styrene derivatives or benzofurans are described. This photolytic reaction allows the highly stereoselective construction of azetidine derivatives under ambient conditions.

References

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