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. 2016 Aug 8;12:1772–1777. doi: 10.3762/bjoc.12.166

Table 3.

Results of the synthesis of vicinal tricarbonyl compounds 11 and the nitrogen heterocycles 12 and 13 arising from them.

Entry Compound R1 ZR2 Yield, %

1 11a 2-ClC6H4 n-BuNH 67
2 11b (2,5-MeO)2C6H3 n-BuNH 64a
3 12a 2-ClC6H4 n-BuNH 64
4 12b (2,5-MeO)2C6H3 n-BuNH 67
5 13a 2-ClC6H4 n-BuNH 61
6 13b (2,5-MeO)2C6H3 n-BuNH 74
7 13c 2-ClC6H4 OMe 74

aTwo equivalents of perchloric acid were required in this case. The normal reaction conditions (1 equiv HClO4) led to 13% yield of 11b and 52% of compound 14b (see below the mechanistic discussion associated to Scheme 7).