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

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

Künye