Structurally Divergent Synthesis of Azetidines, 5, 6-Dihydro-1, 3-oxazines and 2, 3-Dihydro-1, 4-oxazines through Palladium-Catalyzed Tandem Allylic Substitution Reaction

Ru-Fang Meng; Yu-Juan Kong; Xiao-Yan Wu; Huan Zhang; Wei Wang; Wen-Jie Liang; Lan Zheng; Chenxiang Lin; Wei Su; Jun-An Xiao

doi:10.1002/cjoc.202400533

Chinese Journal of Chemistry ›› 2024, Vol. 42 ›› Issue (22) : 2773 -2778. DOI: 10.1002/cjoc.202400533

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Structurally Divergent Synthesis of Azetidines, 5, 6-Dihydro-1, 3-oxazines and 2, 3-Dihydro-1, 4-oxazines through Palladium-Catalyzed Tandem Allylic Substitution Reaction

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Abstract

A regiodivergent synthesis of azetidines, 5, 6-dihydro-1, 3-oxazines and 2, 3-dihydro-1, 4-oxazines has been achieved through palladium-catalyzed tandem allylic substitution reaction. This protocol provides a variety of heterocycles in satisfactory yields with good to excellent regioselectivities under mild reaction conditions.

Keywords

Palladium catalysis / Annulation / Azetidine / Domino reactions / Regioselectivity / Allylic dicarbonate / Allylic substitution

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Ru-Fang Meng, Yu-Juan Kong, Xiao-Yan Wu, Huan Zhang, Wei Wang, Wen-Jie Liang, Lan Zheng, Chenxiang Lin, Wei Su, Jun-An Xiao. Structurally Divergent Synthesis of Azetidines, 5, 6-Dihydro-1, 3-oxazines and 2, 3-Dihydro-1, 4-oxazines through Palladium-Catalyzed Tandem Allylic Substitution Reaction. Chinese Journal of Chemistry, 2024, 42(22): 2773-2778 DOI:10.1002/cjoc.202400533