Zinc Chloride Mediated Synthesis of 3H -Oxazol-2-one and Pyrrolo-oxazin-1-one from Ynamide

Loic Habert (1) , Romain Sallio (1) , Muriel Durandetti (2) , Corinne Gosmini (3) , Isabelle Gillaizeau (1)

1 ICOA - Institut de Chimie Organique et Analytique
2 COBRA - Chimie Organique et Bioorganique : Réactivité et Analyse
3 LCM - Laboratoire de chimie moléculaire

A simple zinc chloride mediated cyclization of ynamidyl N‐carbamates or 2‐ynamidyl‐(hetero)arylcarboxylates is smoothly achieved, leading to the synthesis of useful heterocyclic scaffolds, 3H‐oxazol‐2‐ones and pyrrolo‐oxazin‐1‐ones, with good yields.

Domains: Chemical Sciences; Analytical chemistry; Chemical Sciences; Organic chemistry

Loic Habert, Romain Sallio, Muriel Durandetti, Corinne Gosmini, Isabelle Gillaizeau. Zinc Chloride Mediated Synthesis of 3H -Oxazol-2-one and Pyrrolo-oxazin-1-one from Ynamide. European Journal of Organic Chemistry, 2019, 2019 (31-32), pp.5175-5179. ⟨10.1002/ejoc.201900428⟩. ⟨hal-02156491⟩