Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (8): 3264-3271.DOI: 10.6023/cjoc202103038 Previous Articles Next Articles
ARTICLES
许振丽a, 张宗雪b, 孟晨湘b, 张萧雅b, 许凯b,*(), 刘澜涛b,c, 王涛b, 徐海云b, 毛国梁a,*(
)
收稿日期:
2021-03-22
修回日期:
2021-04-13
发布日期:
2021-05-08
通讯作者:
许凯, 毛国梁
基金资助:
Zhenli Xua, Zongxue Zhangb, Chenxiang Mengb, Xiaoya Zhangb, Kai Xub(), Lantao Liub,c, Tao Wangb, Haiyun Xub, Guoliang Maoa(
)
Received:
2021-03-22
Revised:
2021-04-13
Published:
2021-05-08
Contact:
Kai Xu, Guoliang Mao
Supported by:
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Zhenli Xu, Zongxue Zhang, Chenxiang Meng, Xiaoya Zhang, Kai Xu, Lantao Liu, Tao Wang, Haiyun Xu, Guoliang Mao. Ligand-Free Pd-Catalyzed Hydrophosphorylation of Internal Alkynes for the Synthesis of E-Vinylphosphonates[J]. Chinese Journal of Organic Chemistry, 2021, 41(8): 3264-3271.
Entry | Catalyst | Base | Additive | Solvent | Yieldb/% |
---|---|---|---|---|---|
1 | Pd(OAc)2 | KOH | No | EtOH | 43 |
2 | Pd(OAc)2 | K2CO3 | No | EtOH | 18 |
3 | Pd(OAc)2 | K3PO4 | No | EtOH | 63 |
4 | Pd(OAc)2 | KF | No | EtOH | 67 |
5 | Pd(OAc)2 | Pyridine | No | EtOH | <5 |
6 | Pd(OAc)2 | NEt3 | No | EtOH | 68 |
7 | Pd(OAc)2 | nBu3N | No | EtOH | 85 |
8c | Pd(OAc)2 | nBu3N | No | EtOH | 78 |
9 | PdCl2 | nBu3N | No | EtOH | 43 |
10 | NiCl2 | nBu3N | No | EtOH | <5 |
11 | Pd(OAc)2 | nBu3N | No | iPrOH | 17 |
12 | Pd(OAc)2 | DBU | No | iPrOH | <5 |
13 | Pd(OAc)2 | KOH | No | iPrOH | 67 |
14 | Pd(OAc)2 | K2CO3 | No | iPrOH | 79 |
15 | Pd(OAc)2 | KOAc | No | iPrOH | 48 |
16 | Pd(OAc)2 | K3PO4 | No | iPrOH | 64 |
17 | Pd(OAc)2 | KF | No | iPrOH | 66 |
18 | PdCl2 | K2CO3 | No | iPrOH | 24 |
19 | NiCl2 | K2CO3 | No | iPrOH | <5 |
20 | Pd(OAc)2 | K2CO3 | TBAB | iPrOH | 83 |
Entry | Catalyst | Base | Additive | Solvent | Yieldb/% |
---|---|---|---|---|---|
1 | Pd(OAc)2 | KOH | No | EtOH | 43 |
2 | Pd(OAc)2 | K2CO3 | No | EtOH | 18 |
3 | Pd(OAc)2 | K3PO4 | No | EtOH | 63 |
4 | Pd(OAc)2 | KF | No | EtOH | 67 |
5 | Pd(OAc)2 | Pyridine | No | EtOH | <5 |
6 | Pd(OAc)2 | NEt3 | No | EtOH | 68 |
7 | Pd(OAc)2 | nBu3N | No | EtOH | 85 |
8c | Pd(OAc)2 | nBu3N | No | EtOH | 78 |
9 | PdCl2 | nBu3N | No | EtOH | 43 |
10 | NiCl2 | nBu3N | No | EtOH | <5 |
11 | Pd(OAc)2 | nBu3N | No | iPrOH | 17 |
12 | Pd(OAc)2 | DBU | No | iPrOH | <5 |
13 | Pd(OAc)2 | KOH | No | iPrOH | 67 |
14 | Pd(OAc)2 | K2CO3 | No | iPrOH | 79 |
15 | Pd(OAc)2 | KOAc | No | iPrOH | 48 |
16 | Pd(OAc)2 | K3PO4 | No | iPrOH | 64 |
17 | Pd(OAc)2 | KF | No | iPrOH | 66 |
18 | PdCl2 | K2CO3 | No | iPrOH | 24 |
19 | NiCl2 | K2CO3 | No | iPrOH | <5 |
20 | Pd(OAc)2 | K2CO3 | TBAB | iPrOH | 83 |
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