2026-04-13T05:55:49Zhttps://recercat.cat/oai/request

oai:recercat.cat:2072/5329302024-12-20T22:50:15Zcom_2072_300912com_2072_4427col_2072_301309

00925njm 22002777a 4500 dc Li, Xuetong author Benet-Buchholz, Jordi author Escudero-Adán, Eduardo C. author Kleij, Arjan W. author 2023-01-13 A conceptually novel catalytic domino approach is presented for the synthesis of highly functional 1,4-dihydro-2H-1,3-benzoxazine-2-one derivatives. Key to the chemoselectivity is a proper design of the precursor to override thermodynamically favored parasitic cyclization processes and empower the formation of the desired product through Thorpe-Ingold effects. The synthetic diversity of these CO2-based heterocycles is further demonstrated, and the isolation of a reaction intermediate supports an unusual ring-expansion sequence from an -alkylidene, five-membered cyclic carbonate to a six-membered cyclic carbamate by N-induced isomerization. http://hdl.handle.net/2072/532930 https://doi.org/10.1002/anie.202217803 Silver-Mediated Cascade Synthesis of Functionalized 1,4-dihydro-2H-Benzo-1,3-Oxazin-2-Ones from Carbon Dioxide