New Three-Component Reaction:  Novel Formation of a Seven-Membered Ring by the Unexpected Reaction at the γ-Position of the β-Keto Ester

Hiromichi Fujioka, Kenichi Murai, Ozora Kubo, Yusuke Ohba, Yasuyuki Kita

Organic Letters · 2007 · 56 citations · 2 references

Concepts

Abstract

[reaction: see text] The novel three-component reaction of aromatic aldehydes, ethylenediamine, and beta-keto esters is described. In this reaction, beta-keto esters react at the gamma-position which is generally unreactive to produce the seven-membered ring compounds. Products have secondary amines and beta-enamino esters, which can serve in further functionalizations to produce molecular diversity.

References

2