Journal
ORGANIC LETTERS
Volume 13, Issue 7, Pages 1634-1637Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol200069c
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Funding
- National Science Foundation (Chemsitry)
- Division Of Chemistry
- Direct For Mathematical & Physical Scien [0848871] Funding Source: National Science Foundation
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Tetraarylethylenes can be sequentially transformed into 9,10-diarylphenanthrenes and dibenzo[g,p]chrysenes using 1 and 2 equiv of DDQ, respectively, in CH(2)Cl(2) containing methanesulfonic acid, in excellent yields. Efficient access to substituted dibenzochrysenes from tetraarylethylenes establishes the versatility of this procedure over the existing multistep syntheses of dibenzochrysenes. Moreover, the ready regeneration of DIM from easily recovered reduced DDQ-H(2) continues to advance the use of DDQ/H(+) for the oxidative C-C bond forming reactions.
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