RT Journal Article
T1 A systematic study of two complementary protocols allowing the general, mild and efficient deprotection of N-pivaloylindoles
A1 Ruiz Serrano, Miriam
A1 Sánchez Cebrián, Juan Domingo
A1 López-Alvarado Gutiérrez, María Pilar
A1 Menéndez Ramos, José Carlos
AB Two mild and general protocols for the high-yielding deprotection of indoles and related fused heterocyclic systems are described, involving either hydride transfer from LDA or hydrolysis by the DBU–water system. Both methods were shown to tolerate a wide variety of substituents and functional groups, but the hydrolytic one proved to be particularly general, being compatible with 2-alkyl substituents, aldehydes, ketones, carboxylic acids, halogens, ethers, amides and esters. Yields were normally excellent in both cases, but were usually slightly higher for the reductive method. Taken together, these two protocols provide a general solution to the problem of pivaloyindole deprotection.
PB Elsevier
SN 0040-4020
YR 2011
FD 2011
LK https://hdl.handle.net/20.500.14352/128698
UL https://hdl.handle.net/20.500.14352/128698
LA eng
NO Ruiz M, Sánchez JD, López-Alvarado P, et al. A systematic study of two complementary protocols allowing the general, mild and efficient deprotection of N-pivaloylindoles. Tetrahedron 2012;68:705–10. https://doi.org/10.1016/j.tet.2011.10.098.
NO Ministerio de Educación y Ciencia (España)
NO Universidad Complutense de Madrid
DS Docta Complutense
RD 18 mar 2026