%0 Journal Article %T Gold( i )-catalyzed 6-endo-dig azide–yne cyclization: efficient access to 2H-1,3-oxazines %+ Laboratoire de synthèse organique (DCSO) %+ Nanyang Technological University [Singapour] %+ University of Ottawa [Ottawa] %A Lonca, Geoffroy Hervé %A Tejo, Ciputra %A Chan, Hui Ling %A Chiba, Shunsuke %A Gagosz, Fabien, L. %< avec comité de lecture %@ 1359-7345 %J Chemical Communications %I Royal Society of Chemistry %V 53 %N 4 %P 736-739 %8 2017-01-05 %D 2017 %R 10.1039/c6cc08397h %M 27990524 %Z Chemical Sciences/Organic chemistryJournal articles %X 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 resonance effects of the alkyne substituents. Molecular transformations of the as-prepared 2H-1,3-oxazines were also investigated. %G English %L hal-02091713 %U https://polytechnique.hal.science/hal-02091713 %~ X %~ CNRS %~ X-DCSO %~ X-DEP %~ X-DEP-CHIM %~ INC-CNRS %~ UNIV-PARIS-SACLAY %~ X-SACLAY %~ TEST-HALCNRS