Journal article

Oxidative C - C bond formation (Scholl Reaction) with DDQ as an efficient and easily recyclable oxidant

Zhai L, Shukla R, Rathore R ...see all

Organic Letters, vol. 11, issue 15 (2009) pp. 3474-3477

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Abstract

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.

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Authors

  • Linyi Zhai

  • Ruchi Shukla

  • Rajendra Rathore

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