Asymmetric Friedel-Crafts alkylation of pyrrole with nitroalkenes catalyzed by a copper complex of a bisphenol A-derived Schiff base
Küçük Resim Yok
Tarih
2015
Yazarlar
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Elsevier Ltd
Erişim Hakkı
info:eu-repo/semantics/closedAccess
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. © 2015 Elsevier Ltd. All rights reserved.
Açıklama
Anahtar Kelimeler
Asymmetric Friedel-Crafts alkylation, Asymmetric synthesis, Chiral copper complex, Nitroalkene, Pyrrole, Asymmetric Friedel-Crafts alkylation, Asymmetric synthesis, Chiral copper complex, Nitroalkene, Pyrrole
Kaynak
Tetrahedron
WoS Q Değeri
Q2
Scopus Q Değeri
Q2
Cilt
71
Sayı
19