RT Journal Article
T1 Copper(I)-Catalyzed Tandem Carboarylation/Cyclization of Alkynyl Phosphonates with Diaryliodonium Salts
A1 Pérez Saavedra, Borja
A1 Vázquez Galiñanes, Nuria
A1 Saá, Carlos
A1 Fañanás-Mastral, Martín
K1 Alkynes
K1 Carbocations
K1 Copper
K1 Diaryliodonium salts
K1 Phosphonates
AB A copper-catalyzed tandem carboarylation/cyclization of alkynyl phosphonates with diaryliodonium salts is reported. The reaction gives straightforward access to valuable cyclic enol phosphonates in good yields under mild conditions. This transformation entails an initial chemoselective arylation of the alkyne followed by an intramolecular trapping of an intermediate vinyl cation by the phosphoryl group. Observation of β-aryl rearrangements across the double bond in intermediates generated from 1,2-diaryl alkynes support the intermediacy of a vinyl cation.
PB American Chemical Society
YR 2017
FD 2017-08-02
LK http://hdl.handle.net/10347/16980
UL http://hdl.handle.net/10347/16980
LA eng
NO Borja Pérez-Saavedra, Nuria Vázquez-Galiñanes, Carlos Saá, and Martín Fañanás-Mastral ACS Catalysis 2017 7 (9), 6104-6109 DOI: 10.1021/acscatal.7b02434
NO Financial support from MINECO (RYC-2012-11749; CTQ2015-62724-ERC; CTQ2014-59015-R), Xunta de Galicia (ED431F 2016/006; GRC2014/032; Centro singular de investigación de Galicia accreditation 2016-2019, ED431G/09) and the European Regional Development Fund (ERDF) is gratefully acknowledged. We also thank the ORFEO−CINQA network (CTQ2014-51912REDC). M. F.-M. is grateful to MINECO for a Ramón y Cajal contract. B.P.-S. thanks Xunta de Galicia for a predoctoral fellowship
DS Minerva
RD 23 abr 2026