CC Coupling with NO<sub>2</sub>/Alkyl Substitution at the Vinylic Carbon by Reaction of 2‐Aryl‐l‐nitro‐1‐alkenes with Dialkylzinc Compounds—A Novel Reaction

Dieter Seebàch, Harald Schäfer, Beat Schmidt, Martin Schreiber

Angewandte Chemie International Edition in English · 1992 · 32 citations · 9 references

Concepts

Abstract

No catalyst is needed for the novel vinylic CC coupling reaction of 2-aryl-1-nitroalkenes with dialkylzinc compounds [Eq. (a)]. Although NO2 substituents usually activate double bonds for Michael additions, replacement of the NO2 group with an alkyl group provides (E)-1-aryl- and (E) -1-heteroaryl-1-alkenes in yields up to 40%, which can probably still be optimized.

References

9