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. Author manuscript; available in PMC: 2009 Oct 3.
Published in final edited form as: J Org Chem. 2008 Aug 29;73(19):7603–7610. doi: 10.1021/jo801273q

Table 2.

Evaluation of Reoxidants in the Synthesis of Carbazoles

graphic file with name nihms110661t2.jpg
Entry R Reoxidant
/equiv		 Solvent Gas
atm		 Time
(h)		 Yield
(%)a
1 H Cu(OAc)2 / 1 toluene air 24 94
2 H Cu(OAc)2 / 1 toluene O2 12 92b
3 H Cu(OAc)2 / 0.2 toluene O2 12 90
4 OMe Cu(OAc)2 / 0.2 toluene O2 12 88
5 CF3 Cu(OAc)2 / 0.2 toluene O2 12 76
6 H DMSO O2 12 92b
7 H DMF O2 12 11b
a

Isolated yield after silica gel chromatography.

b

GC yield was determined with respect to a calibrated internal standard.