One-Pot Tandem Synthesis of 2-Arylquinazolines by a Multicomponent Cyclization Reaction
Abstract
:1. Introduction
2. Results and Discussion
Entry | Cu sources | Base | Solvent | Yield (%) b |
---|---|---|---|---|
1 | CuOTf | KF | CH3CN | 19 |
2 | CuOTf | Li2CO3 | CH3CN | 32 |
3 | CuOTf | CsOAc | CH3CN | 17 |
4 | CuOTf | K2CO3 | CH3CN | 45 |
5 | CuOTf | K3PO4 | CH3CN | 14 |
6 | CuOTf | t-BuOK | CH3CN | 33 |
7 | CuOTf | LiOH | CH3CN | 42 |
8 | CuOTf | NaOH | CH3CN | 48 |
9 | CuOTf | KOH | CH3CN | 64 |
10 | CuOTf | CsOH | CH3CN | 68 |
11 | CuBr | CsOH | CH3CN | 82 |
12 | CuCl | CsOH | CH3CN | 91 |
13 | Cu(OTf)2 | CsOH | CH3CN | 67 |
14 | Cu(OAc)2 | CsOH | CH3CN | 56 |
15 | CuBr2 | CsOH | CH3CN | 51 |
16 | CuCl2 | CsOH | CH3CN | 57 |
17 | CuO | CsOH | CH3CN | 34 |
18 | none | CsOH | CH3CN | 0 |
19 | CuCl | CsOH | Toluene | 31 |
20 | CuCl | CsOH | THF | 65 |
21 | CuCl | CsOH | PhCl | 36 |
22 | CuCl | CsOH | DMF | 22 |
Entry | (2-Aminophenyl)methanols (1) | Aldehydes (2) | Product (3) | Yield (%) b |
---|---|---|---|---|
1 | 3a | 91 | ||
2 | 3b | 84 | ||
3 | 3c | 66 | ||
4 | 3d | 82 | ||
5 | 3e | 93 | ||
6 | 3f | 86 | ||
7 | 3g | 84 | ||
8 | 3h | 71 | ||
9 | 3i | 78 | ||
10 | 3j | 87 | ||
11 | 3k | 89 | ||
12 | 3l | 87 | ||
13 | 3m | 81 | ||
14 | 3n | 80 | ||
15 | 3o | 67 |
3. Experimental
3.1. General
3.2. General Procedure for the Synthesis of 2-Arylquinazolins
4. Conclusions
Acknowledgments
Conflicts of Interest
References
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Ye, L.; Yu, L.; Zhu, L.; Xia, X. One-Pot Tandem Synthesis of 2-Arylquinazolines by a Multicomponent Cyclization Reaction. Molecules 2013, 18, 13860-13869. https://doi.org/10.3390/molecules181113860
Ye L, Yu L, Zhu L, Xia X. One-Pot Tandem Synthesis of 2-Arylquinazolines by a Multicomponent Cyclization Reaction. Molecules. 2013; 18(11):13860-13869. https://doi.org/10.3390/molecules181113860
Chicago/Turabian StyleYe, Leping, Lin Yu, Lijun Zhu, and Xiaodong Xia. 2013. "One-Pot Tandem Synthesis of 2-Arylquinazolines by a Multicomponent Cyclization Reaction" Molecules 18, no. 11: 13860-13869. https://doi.org/10.3390/molecules181113860