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Transition-metal-catalyzed cyclization reactions using vinyl and ethynyl benzoxazinones as dipole precursors
- Li, Tian-Ren, Wang, Ya-Ni, Xiao, Wen-Jing, Lu, Liang-Qiu
- Tetrahedron letters 2018 v.59 no.16 pp. 1521-1530
- benzoxazinoids, catalysts, chemical structure, chemists, copper, cyclization reactions, iron, palladium
- Vinyl and ethynyl benzoxazinones have recently received increasing attention from organic chemists because they are powerful tools for the construction of structurally diverse aza-heterocycles. A number of catalytic cyclization reactions have been developed that used these two reagents and required the presence of a transition-metal catalyst (i.e., palladium, iron, and copper). This review highlights the design and synthesis of these versatile reagents, and their applications as precursors for transition-metal-containing 1,4-dipoles in dipolar cyclizations and related cascade reactions. The general mechanisms and asymmetric inductions are briefly discussed as well.