Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5215066 | Tetrahedron | 2015 | 9 Pages |
Abstract
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.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Halide Sedef Ãzdemir, Engin Åahin, Murat Ãakıcı, Hamdullah Kılıç,