Abstract
The C-2 lithiation of N-Boc- and N-(phenylsulfonyl)indoles ( 4– 7 ) followed by reaction with dinitrogen tetroxide at low temperature affords the corresponding 2-nitroindoles 10– 13 in 63–78% yields. Deprotection of the N-Boc-2-nitroindoles ( 10 , 11 ) with trifluoroacetic acid gives 2-nitroindole ( 3 ) and 3-methyl-2-nitroindole ( 14 ) in essentially quantitative yields.
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