RT Journal Article
T1 Metal-catalyzed reactivity reversal in the sulfonylation reaction of α-allenols: controlled synthesis of 4-(arylsulfonyl)-2,5-dihydrofurans
A1 Luna Costales, Amparo
A1 Herrera García, Fernando
A1 Esteban Arderíus, Pablo
A1 Almendros Requena, Pedro
AB The synergy between metal catalysis and radical chemistry allows to surpass previous limitations of the reactions between allenols and sulfonylating reagents. Considering that previous studies of the reactivity of the allenol moiety with sulfonylating reagents have been limited to addition and rearrangement reactions lacking cyclization, we decided to modify the protocol for achieving a catalytic cyclization/functionalization. In this way, we accomplished a copper-catalyzed cascade cycloetherification/sulfonylation for the controlled preparation of 4-(arylsulfonyl)-2,5-dihydrofurans from allenols and sulfinates involving in situ-generated sulfur-centered radicals. The generality of our strategy was illustrated using various methyl- and phenyl-substituted allenes.
PB Wiley-VCH
SN 1615-4150
YR 2021
FD 2021-07-15
LK https://hdl.handle.net/20.500.14352/114684
UL https://hdl.handle.net/20.500.14352/114684
LA eng
NO Herrera F, Esteban P, Luna A, Almendros P. Metal‐Catalyzed Reactivity Reversal in the Sulfonylation Reaction of α‐Allenols: Controlled Synthesis of 4‐(Arylsulfonyl)‐2,5‐Dihydrofurans. Advanced Synthesis & Catalysis. 2021, 363 (16), 3952–3956.
NO Ministerio de Ciencia, Innovación y Universidades (España)
NO European Commission
DS Docta Complutense
RD 17 abr 2025