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. 2016 Aug 13;21(8):1058. doi: 10.3390/molecules21081058

Table 2.

C7-debenzylation conditions of 5,6,7-trisubstituted 3-benzylidene-4-chromanone (18e).

graphic file with name molecules-21-01058-i002.jpg

Entry Condition Yield (%) a
19 20
1 H2, Pd/C (3 mol %), MeOH, rt 65 -
2 TMSI b, CH2Cl2, rt - 60
3 HBr (47%), 50 °C - 60
4 TiCl4 (1 eq), CH2Cl2, 0 °C NR c
5 Li, naphthalene, THF, −25 °C NR

a Isolated yield; b trimethylsilyl iodide; c no reaction.