Asymmetric Friedel-Crafts alkylation of pyrrole with nitroalkenes catalyzed by a copper complex of a bisphenol A-derived Schiff base
Özet
The asymmetric Friedel-Crafts (FC) alkylation of pyrrole with nitroalkenes was mediated by CuBr2 and a novel bisphenol A-derived chiral catalyst at room temperature. The catalyst was found to be applicable for the asymmetric FC alkylation of pyrrole with a wide range of nitroalkenes, affording optically active alkylated pyrroles with enantioselectivities up to 94%. Furthermore, enantiomerically pure 3-nitro-2-arylpropanamides were prepared by the oxidative cleavage of the pyrrole rings in the FC products with NaIO4/RuCl3 to demonstrate the synthetic application of the products. (C) 2015 Elsevier Ltd. All rights reserved.
Anahtar kelimeler
Atıf için künye
OZDEMIR, H. S., Sahin, E., Çakıcı, M., & Kılıç, H. (2015). Asymmetric Friedel-Crafts alkylation of pyrrole with nitroalkenes catalyzed by a copper complex of a bisphenol A-derived Schiff base. TETRAHEDRON, 71(19), 2882–2890. https://doi.org/10.1016/j.tet.2015.03.059
BibTeX
@article{ozdemir2015-71193,
author = {OZDEMIR, Halide Sedef and Sahin, Engin and Çakıcı, Murat and Kılıç, Hamdullah},
title = {Asymmetric Friedel-Crafts alkylation of pyrrole with nitroalkenes catalyzed by a copper complex of a bisphenol A-derived Schiff base},
journal = {TETRAHEDRON},
year = {2015},
volume = {71},
number = {19},
pages = {2882--2890},
issn = {0040-4020},
doi = {10.1016/j.tet.2015.03.059},
url = {https://akademik.atauni.edu.tr/yayinlar/71193-asymmetric-friedel-crafts-alkylation-of-pyrrole-with-nitroalkenes-catalyzed-by-a}
}