Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (9): 3692-3700.DOI: 10.6023/cjoc202103036 Previous Articles Next Articles
ARTICLES
收稿日期:
2021-03-21
修回日期:
2021-05-26
发布日期:
2021-06-17
通讯作者:
李师伍, 何林
基金资助:
Yuyu Guo, Xiangjie Chen, Shiwu Li(), Zhihua Cai, Lin He()
Received:
2021-03-21
Revised:
2021-05-26
Published:
2021-06-17
Contact:
Shiwu Li, Lin He
Supported by:
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Yuyu Guo, Xiangjie Chen, Shiwu Li, Zhihua Cai, Lin He. Synthesis of Mutisubstituted Dihydropyridino[1,2-a]benzimidazole Derivatives via Tandem Reaction of 2-Arylbenzimidazoles[J]. Chinese Journal of Organic Chemistry, 2021, 41(9): 3692-3700.
Entry | Solvent | Base | Oxidant | Yieldb/% | d.r.c |
---|---|---|---|---|---|
1 | THF | KOH | MnO2 | 36 | >25∶1 |
2 | THF | DBU | MnO2 | 58 | >25∶1 |
3 | THF | t-BuOK | MnO2 | 37 | >25∶1 |
4 | THF | TBD | MnO2 | 66 | >25∶1 |
5 | THF | DBN | MnO2 | 71 | >25∶1 |
6 | THF | DABCO | MnO2 | N.R. | / |
7 | THF | DBN | H2O2 | N.R. | / |
8 | THF | DBN | NaClO | 9 | >25∶1 |
9 | THF | DBN | KMnO4 | Trace | / |
10 | THF | DBN | O2 | Trace | / |
11 | THF | DBN | KClO3 | 16 | >25∶1 |
12 | THF | DBN | K2Cr2O7 | 51 | >25∶1 |
13 | Toluene | DBN | MnO2 | Trace | / |
14 | CH3OH | DBN | MnO2 | 16 | >25∶1 |
15 | DMSO | DBN | MnO2 | 76 | >25∶1 |
16 | CH3CN | DBN | MnO2 | 65 | >25∶1 |
17 | CH2Cl2 | DBN | MnO2 | 65 | >25∶1 |
18 | DMF | DBN | MnO2 | 67 | >25∶1 |
19 | DCE | DBN | MnO2 | 63 | >25∶1 |
20 | DMSO | DBN | MnO2 (15.0 equiv.) | 83 | >25∶1 |
21 | DMSO | DBN | MnO2 (10.0 equiv.) | 79 | >25∶1 |
22 | DMSO | DBN | MnO2 (5.0 equiv.) | 77 | >25∶1 |
23 | DMSO | DBN (0. 5 equiv.) | MnO2 (15.0 equiv.) | 76 | >25∶1 |
24 | DMSO | DBN (1. 5 equiv.) | MnO2 (15.0 equiv.) | 71 | >25∶1 |
25d | DMSO | DBN | MnO2 (15.0 equiv.) | 56 | >25∶1 |
Entry | Solvent | Base | Oxidant | Yieldb/% | d.r.c |
---|---|---|---|---|---|
1 | THF | KOH | MnO2 | 36 | >25∶1 |
2 | THF | DBU | MnO2 | 58 | >25∶1 |
3 | THF | t-BuOK | MnO2 | 37 | >25∶1 |
4 | THF | TBD | MnO2 | 66 | >25∶1 |
5 | THF | DBN | MnO2 | 71 | >25∶1 |
6 | THF | DABCO | MnO2 | N.R. | / |
7 | THF | DBN | H2O2 | N.R. | / |
8 | THF | DBN | NaClO | 9 | >25∶1 |
9 | THF | DBN | KMnO4 | Trace | / |
10 | THF | DBN | O2 | Trace | / |
11 | THF | DBN | KClO3 | 16 | >25∶1 |
12 | THF | DBN | K2Cr2O7 | 51 | >25∶1 |
13 | Toluene | DBN | MnO2 | Trace | / |
14 | CH3OH | DBN | MnO2 | 16 | >25∶1 |
15 | DMSO | DBN | MnO2 | 76 | >25∶1 |
16 | CH3CN | DBN | MnO2 | 65 | >25∶1 |
17 | CH2Cl2 | DBN | MnO2 | 65 | >25∶1 |
18 | DMF | DBN | MnO2 | 67 | >25∶1 |
19 | DCE | DBN | MnO2 | 63 | >25∶1 |
20 | DMSO | DBN | MnO2 (15.0 equiv.) | 83 | >25∶1 |
21 | DMSO | DBN | MnO2 (10.0 equiv.) | 79 | >25∶1 |
22 | DMSO | DBN | MnO2 (5.0 equiv.) | 77 | >25∶1 |
23 | DMSO | DBN (0. 5 equiv.) | MnO2 (15.0 equiv.) | 76 | >25∶1 |
24 | DMSO | DBN (1. 5 equiv.) | MnO2 (15.0 equiv.) | 71 | >25∶1 |
25d | DMSO | DBN | MnO2 (15.0 equiv.) | 56 | >25∶1 |
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