RT info:eu-repo/semantics/article
T1 NIS/HFIP‐Mediated Synthesis of Indene‐Based β‐Iodoalkenyl Sulfides from Propargylic Sulfides
A1 Velasco Pérez, Noelia
A1 Martínez Núñez, Clara
A1 Fernández Rodríguez, Manuel A.
A1 Sanz Díez, Roberto
A1 Suarez Pantiga, Samuel
K1 Synthetic methods
K1 Sulfur
K1 Alkenes
K1 Alkynes
K1 Halogens
K1 Química orgánica
K1 Chemistry, Organic
AB A tandem 1,3-sulfur migration followedby iodocyclization reaction of propargylic sulfidesin the presence of NIS in HFIP has been developedto synthesize indene-based β-iodoalkenyl sulfides.The choice of the reaction media is crucial topromote the reaction. The proposed mechanisminvolving the initial NIS activation by HFIP andfavoring the sulfur migration of the starting propargylic thioether via cationic intermediates is experimentally supported. In addition, the suitability ofselected indene-based β-iodoalkenyl sulfides asbuilding blocks for subsequent C C bond-formingreactions has been demonstrated.
PB Wiley
SN 1615-4150
YR 2022
FD 2022-07
LK http://hdl.handle.net/10259/7413
UL http://hdl.handle.net/10259/7413
LA eng
NO We gratefully acknowledge MICINN (PID2020-115789GBC21); and “NextGenerationEU/PRTR” (PDC2021-120825- C21), and Junta de Castilla y León and FEDER (BU049P20) for financial support. The project leading to these results has also received funding from “la Caixa” Foundation, under the Agreement LCF/PR/PR18/51130007> (CAIXA-UBU001). N.V. and S.S.-P. thank Junta de Castilla y León (Consejería de Educación) and Fondo Social Europeo for predoctoral (N.V) and postdoctoral (S.S.-P.) contracts, respectively.
DS Repositorio Institucional de la Universidad de Burgos
RD 05-may-2024