RT Journal Article
T1 Copper‐Catalyzed Selective Pyrrole Functionalization by Carbene Transfer Reaction
A1 Moreno Rodríguez, Anabel
A1 Molina González, Francisco
A1 Díaz Requejo, María Mar
A1 Pérez Romero, Pedro José
AB 1H‐Pyrroles can be directly functionalized by means of the incorporation of carbene groups from diazo compounds, in a process catalyzed by TpxCu complexes (Tpx=hydrotrispyrazolylborate ligand). The reactions take place with a complete selectivity toward the formal insertion of the carbene into the Cα−H bond, leading to alkylated pyrroles, with no modification of the Cβ−H, N−H or C=C bonds of the pyrrole unit. Alkyl substituents at C‐ring as well as alkyl, aryl, allyl or alkyne substitution at N atom are tolerated, the strategy affording 20 new pyrrole derivatives. The observance of partial deuteration at the methylene group when the reaction is carried out with added D2O serves to discard the direct insertion of the carbene group into the Csp2−H bond, the alternative electrophilic attack to the pyrrole ring being feasible.
PB Wiley
SN 1615-4150
SN 1615-4169 (electrónico)
YR 2020
FD 2020-02
LK http://hdl.handle.net/10272/19646
UL http://hdl.handle.net/10272/19646
LA eng
NO Rodríguez, A. M., Molina, F., Díaz‐Requejo, M. M., & Pérez, P. J. (2020). Copper‐Catalyzed Selective Pyrrole Functionalization by Carbene Transfer Reaction. Advanced Synthesis & Catalysis, 362(10), 1998–2004. https://doi.org/10.1002/adsc.201901629
NO Support for this work was provided by the MINECO (CTQ2017-82893-C2-1-R and PO FEDER 2014-2020, UHU-1254043). AMR thanks MINECO for a FPU fellowship.
DS Repositorio Institucional de la Universidad de Huelva
RD 13 jun 2026