Reaction of Thioacids with Isocyanates and Isothiocyanates: A Convenient Amide Ligation Process

David Crich, Kaname Sasaki

Organic Letters · 2009 · 93 citations · 40 references

Concepts

Abstract

Thiocarboxylates, prepared conveniently by cleavage of 9-fluorenylmethyl or trimethoxybenzyl thioesters, react at room temperature with isocyanates and isothiocyanates to give amide bonds in good to excellent yield. A carboxylate salt is also shown to react with an electron-deficient isocyanate to give the corresponding amide in excellent yield at room temperature.

References

40