Asymmetric Friedel–Crafts alkylation of pyrrole with nitroalkenes catalyzed by a copper complex of a bisphenol A-derived Schiff base
作者： Halide Sedef Özdemir , Engin Şahin , Murat Çakıcı , Hamdullah Kılıç
DOI: 10.1016/J.TET.2015.03.059
关键词: Enantioselective synthesis 、 Schiff base 、 Polymer chemistry 、 Bisphenol 、 Alkylation 、 Pyrrole 、 Chemistry 、 Nitroalkene 、 Catalysis 、 Friedel–Crafts reaction
摘要: 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. found to be applicable for the FC wide range nitroalkenes, affording optically active alkylated pyrroles enantioselectivities up 94%. Furthermore, enantiomerically pure 3-nitro-2-arylpropanamides were prepared oxidative cleavage rings in products NaIO4/RuCl3 demonstrate synthetic application products.
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