Gold(I)-catalyzed 6-endo-dig azide–yne cyclization : efficient access to 2H-1,3-oxazines

• Main Authors: Lonca, Geoffroy Hervé, Tejo, Ciputra, Chan, Hui-Ling, Chiba, Shunsuke, Gagosz, Fabien
• Other Authors: School of Physical and Mathematical Sciences
• Format: Article
• Language: English
• Published: 2022
• Subjects: Science::Chemistry; Regioselective Oxidation; Synthetic Applications
• Online Access: https://hdl.handle.net/10356/154862
• Institution: Nanyang Technological University

Denitrogenative 6-endo-dig azide-yne cyclization of α-propargyloxy-β-haloalkylazides was enabled by gold catalysis, thus providing 2H-1,3-oxazines. This rare cyclization mode in gold-catalyzed reactions of azide-yne substrates was demonstrated to be facilitated and controlled by electronic and reson...