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Asymmetric Organocatalytic Aza-Friedel–Crafts Reaction of Naphthols with N-Sulfonyl Imines

✍ Scribed by Pankaj Chauhan; Swapandeep Singh Chimni

Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
434 KB
Volume
2011
Category
Article
ISSN
1434-193X

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✦ Synopsis

Abstract

The first organocatalytic asymmetric aza‐Friedel–Crafts reaction of naphthols with N‐sulfonyl imines has been developed. The cupreine‐derived bifunctional organocatalyst BzCPN efficiently catalyzes the formation of aza‐Friedel–Crafts products in good to excellent yields (up to 99 %) with high enantioselectivities (up to 99.5:0.5 er) under mild reaction conditions, with a low catalyst loading (2–5 mol‐%), and in an aerobic environment.

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