DDQ in the presence of an acid is known to oxidize a variety of aromatic donors to the corresponding cation radicals. Herein, we now demonstrate that the DDQ/H+ system can be effectively utilized for the oxidative C - C bond formations or biaryl synthesis. The efficient preparation of a variety of polyaromatic hydrocarbons including graphitic hexa-peri-hexabenzocoronenes, ease of isolation of the clean products, and ready regeneration of DDQ from easily recovered reduced DDQ-H2 advances the use of DDQ/H+ for Scholl reactions. © 2009 American Chemical Society.
CITATION STYLE
Zhai, L., Shukla, R., & Rathore, R. (2009). Oxidative C - C bond formation (Scholl Reaction) with DDQ as an efficient and easily recyclable oxidant. Organic Letters, 11(15), 3474–3477. https://doi.org/10.1021/ol901331p
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