RT Journal Article
T1 Iridium-Catalyzed Tandem Dehydrogenation/Hydroarylation Approach to Synthetically Versatile C2-Alkenyl N–H Indoles
A1 Lázaro-Milla, Carlos
A1 Mascareñas Cid, José Luis
A1 López García, Fernando
K1 Iridium
K1 Hydroarylation
K1 Indoles
K1 C-H functionalization
K1 Cycloadditions
AB Readily available N-carbamoyl indolines can be converted into highly valuable 2-alkenyl and 2-alkyl indoles in a one-pot reaction, through an autotandem catalytic cascade promoted by an iridium complex. The process entails a dehydrogenation reaction initiated by an iridium-promoted C(sp3)–H activation, the addition of the resulting indole to an alkyne -or alkene-partner, and a spontaneous loss of the carbamoyl directing group. Interestingly, the resulting C2-alkenyl indoles can participate in a variety of metal-catalyzed annulations initiated by C–H activation, including formal [4 + 1] and [4 + 2] cycloadditions, as well as cross-dehydrogenative cyclizations, thus enabling a divergent access to a collection of functionally rich nitrogen-containing heterocycles.
PB American Chemical Society
YR 2024
FD 2024-02-09
LK http://hdl.handle.net/10347/33634
UL http://hdl.handle.net/10347/33634
LA eng
NO ACS Catalalysis. 2024, 14, 5, 2872–2882
NO This document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Catalysis, copyright © 2024 American Chemical Society, after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acscatal.3c05841.
NO This work received financial support from Spanish grants (Grants PID2020-118579GB-I00, PID2019-108624RB-I00, and PID2022-137318OB-I00) funded by MCIN/AEI/10.13039/501100011033, Grant IHRC22-00009 funded by MCIN/ISCIII and by the “European Union Next Generation EU/PRTR”, ORFEO-CINQA network RED2022-134287-T and Margarita Salas contract to C.L.-M.), the Consellería de Cultura, Educación e Ordenación Universitaria (grant ED431C 2021/25 and grant ED431G 2019/03: Centro Singular de Investigación de Galicia accreditation 2019–2022), and the European Regional Development Fund-ERDF corresponding to the multiannual financial framework 2014–2020).
DS Minerva
RD 24 abr 2026