Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 135, Issue 23, Pages 8480-8483Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja4032677
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Funding
- National Science Foundation through the Center for Enabling New Technologies through Catalysis (CENTC) [CHE-0650456, CHE-1205189]
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [1205189] Funding Source: National Science Foundation
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We report the Pd-catalyzed amination of arenes to form N-aryl phthalimides with regioselectivity controlled predominantly by steric effects. Mono-, di-, and trisubstituted arenes lacking a directing group undergo amination reactions with moderate to high yields and high regioselectivities from sequential addition of PhI(OAc)(2) as an oxidant in the presence of Pd(OAc)(2) as catalyst. This sterically derived selectivity contrasts that for analogous arene acetoxylation.
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