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. 2025 Feb 18;90(8):2915–2926. doi: 10.1021/acs.joc.4c02616

Table 1. Optimization of Conditions for the Chalcone Synthesis (1 mmol scale)a.

      Yield (%)b
Entry Solvent/Surfactant Base 3a 4a
144 EtOH NaOH 59 8
2 H2O NaOH 70 0
3 CTABc NaOH 56 11
4 CTABd NaOH 65 9
5 CTABe NaOH 61 8
6 CTABd KOH 62 9
7 CTABd K2CO3 64 10
8 CTABd KOtBu 64 9
9 CTABd DBUf 34 15
10 CTABd DABCOg 49 4
11 CTABd Piperidine 44 3
12 CTABd TEAh 57 5
13 CTABd C12H25(CH3)2N - -
a

Reaction conditions: 5 mL vial, benzaldehyde (1 mmol), acetophenone (1 mmol), base (1 mmol); CTAB solution (1 mL), rt, 24 h.

b

The yields were estimated by 1H NMR with heptane as internal standard.

c

(at CMC; 0.9 mM, 0.033%).

d

(5 × CMC; 0.0045 M, 0.16%).

e

(61 × CMC; 54.9 mM, 2%).

f

1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU).

g

1,4-Diazabicyclo[2.2.2]octane (DABCO).

h

Triethylamine (TEA).