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. 2022 Nov 2;10:1015830. doi: 10.3389/fchem.2022.1015830

TABLE 2.

Yield, TON, TOF, melting points, and references for the prepared 14H-dibenzoxanthene derivatives.

R1 R2 Yield (%) b TON c TOF d (Sec−1) m.p. Ref.
2a H C2H5 53 5.3 2/9 × 10−2 128–130 Karimi-Jaberi and Keshavarzi (2010)
2b H n-C3H7 62 6.2 3/4 × 10−2 151–152 Kumar et al. (2010)
2c H i-C3H7 59 5.9 3/3 × 10−2 151–152 Kumar et al. (2010)
2d H C5H11 64 6.4 3/6 × 10−2 97–98 Wang et al. (2014)
2e H C6H5 60 6.0 3/3 × 10−2 191–192 Kumar et al. (2010)
2f H 3-Me-C6H4 55 5.5 3/1 × 10−2 204–206 Ghasemnejad-Bosra and Forouzani, (2011)
2g H 4-Me-C6H4 59 5.9 3/3 × 10−2 234–237 Kumar et al. (2010)
2h H 4-Cl-C6H4 65 6.5 3/6 × 10−2 291–292 Kumar et al. (2010)
2i H 4-OMe-C6H4 57 5.7 3/2 × 10−2 212–214 Kumar et al. (2010)
2j H 4-NO2-C6H4 76 7.6 4/2 × 10−2 328–329 Wang et al. (2014)
2k H 3,4-di-OMe-C6H4 48 4.8 2/7 × 10−2 195–196 Bhattacharya et al. (2009)
2l H 2-Furyl 58 5.8 3/2 × 10−2 198–200 Shirini and Khaligh, (2012)
2m H 2-Thiophenyl 61 6.1 3/4 × 10−2 179–181 Osyanin et al. (2015)
2n H 2-Naphtyl 72 7.2 4/0 × 10−2 195–198 Shirini and Khaligh, (2012)
2o Br C2H5 50 5.0 2/8 × 10−2 134–136 Vaughan and Jha, (2009)
2p Br n-C3H7 55 5.5 3/1 × 10−2 152–155 Wang et al. (2014)
2q Br i-C3H7 61 6.1 3/4 × 10−2 180–183 Vaughan and Jha, (2009)
2r Br C5H11 58 5.8 3/2 × 10−2 oil Wang et al. (2014)
2s Br C6H5 62 6.2 3/4 × 10−2 245–248 Wang et al. (2014)
2t Br 3-Me-C6H4 57 5.7 3/2 × 10−2 181–183 Pawar et al. (2014)
2u Br 4-Me-C6H4 59 5.9 3/3 × 10−2 250–251 Wang et al. (2014)
2v Br 4-Cl-C6H4 57 5.7 3/2 × 10−2 290–292 Wang et al. (2014)
2w Br 4-OMe-C6H4 55 5.5 3/1 × 10−2 255–260 Pawar et al. (2014)
2x Br 4-NO2-C6H4 75 7.5 4/2 × 10−2 304–306 Wang et al. (2014)
2y Br 3,4-di-OMe-C6H4 51 5.1 2/8 × 10−2 184–186 Pawar et al. (2014)
a

The reaction conditions for the model reaction (1 mmol benzaldehyde and 2 mmol β-naphthol): 10 mol% catalyst, 10 ml ethanol, reflux, 3 h

b

Isolated yield

c

Turnover number = the moles of desired product/the moles of catalyst

d

Turnover frequency = TON/the reaction time (in seconds)