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Unformatted text preview: benzylic C-H bond Reduction of Aryl Ketones to Alkyl Benzenes (18.14B) • Acyl groups can be reduced to alkyl groups • Clemmenson reduction • Wolff-Kishner reduction • Indirect route to alkyl benzenes that cannot be prepared via Friedel-Crafts alkylation due to rearrangements Reduction of Nitro Groups (18.14C) • –NO 2 converted to –NH 2 , which cannot be introduced directly • We will consider two sets of reagents: • H 2 , Pd-C • Sn, HCl Benzylic Bromination (18.13) • Bromination at benzylic positions is highly selective, because benzyl radicals are resonance stabilized • Products are useful precursors for S N 2 and E2 reactions, which open up additional avenues for synthetic transformations...
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This note was uploaded on 10/24/2011 for the course CHEMISTRY 623 taught by Professor Benson during the Spring '11 term at Kansas.
- Spring '11
- Organic chemistry