Chinese Journal of Organic Chemistry ›› 2019, Vol. 39 ›› Issue (10): 2892-2897.DOI: 10.6023/cjoc201903049 Previous Articles Next Articles
ARTICLES
范乃立a, 许招会a*(), 向正兵b, 肖强b, 廖传文b*()
收稿日期:
2019-03-24
修回日期:
2019-04-30
发布日期:
2019-05-28
通讯作者:
许招会,廖传文
E-mail:gotoxzh@163.com;jxnclcw@163.com
基金资助:
Fan, Nailia, Xu, Zhaohuia*(), Xiang, Zhengbingb, Xiao, Qiangb, Liao, Chuanwenb*()
Received:
2019-03-24
Revised:
2019-04-30
Published:
2019-05-28
Contact:
Xu, Zhaohui,Liao, Chuanwen
E-mail:gotoxzh@163.com;jxnclcw@163.com
Supported by:
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Fan, Naili, Xu, Zhaohui, Xiang, Zhengbing, Xiao, Qiang, Liao, Chuanwen. Efficent Synthesis of 5-(1-Phenyl-3-phenylprop-2-ynyl)-2,2-pentylidene-1,3-dioxane-4,6-dione Derivatives[J]. Chinese Journal of Organic Chemistry, 2019, 39(10): 2892-2897.
Entry | Copper salt | Reductant | Time/h | Yieldb/% |
---|---|---|---|---|
1 | CuSO4?5H2O | Cu | 24 | 51 |
2 | CuCl2?2H2O | Cu | 24 | 39 |
3 | Cu2(CO3)(OH)2 | Cu | 24 | 12 |
4 | Cu(acac)2 | Cu | 24 | 44 |
5 | Cu(NH3)4SO4 | Cu | 24 | 31 |
6c | CuI | — | 20 | 0 |
7d | CuOAc | — | 10 | 56 |
8 | Cu(OAc)2?H2O | Cu | 10 | 83 |
9c | Cu | 24 | 0 | |
10 | Cu(OAc)2?H2O | Sodium ascorbate | 6 | 75 |
11c | Cu(OAc)2?H2O | NH2OH?HCl | 6 | 0 |
12 | Cu(OAc)2?H2O | Na2SO3 | 6 | 53 |
13 | Cu(OAc)2?H2O | Cu | 8 | 71 |
14 | Cu(OAc)2?H2O | Cu | 12 | 83 |
15e | Cu(OAc)2?H2O | Cu (recycled) | 10 | 76 |
Entry | Copper salt | Reductant | Time/h | Yieldb/% |
---|---|---|---|---|
1 | CuSO4?5H2O | Cu | 24 | 51 |
2 | CuCl2?2H2O | Cu | 24 | 39 |
3 | Cu2(CO3)(OH)2 | Cu | 24 | 12 |
4 | Cu(acac)2 | Cu | 24 | 44 |
5 | Cu(NH3)4SO4 | Cu | 24 | 31 |
6c | CuI | — | 20 | 0 |
7d | CuOAc | — | 10 | 56 |
8 | Cu(OAc)2?H2O | Cu | 10 | 83 |
9c | Cu | 24 | 0 | |
10 | Cu(OAc)2?H2O | Sodium ascorbate | 6 | 75 |
11c | Cu(OAc)2?H2O | NH2OH?HCl | 6 | 0 |
12 | Cu(OAc)2?H2O | Na2SO3 | 6 | 53 |
13 | Cu(OAc)2?H2O | Cu | 8 | 71 |
14 | Cu(OAc)2?H2O | Cu | 12 | 83 |
15e | Cu(OAc)2?H2O | Cu (recycled) | 10 | 76 |
Entry | R | Ar | Time/h | Product | Yieldb/% |
---|---|---|---|---|---|
1 | C6H5 | C6H5 | 10.0 | 4a | 83 |
2 | 4-FC6H4 | C6H5 | 8.0 | 4b | 69 |
3 | 4-ClC6H4 | C6H5 | 8.0 | 4c | 70 |
4 | 4-CH3C6H4 | C6H5 | 6.0 | 4d | 75 |
5 | 4-NO2C6H4 | C6H5 | 12.0 | 4e | 71 |
6 | 4-CH3OC6H4 | C6H5 | 8.0 | 4f | 66 |
7 | 2-Furyl | C6H5 | 6.0 | 4g | 85 |
8 | PhCH=CH | C6H5 | 12.0 | 4h | 88 |
9 | CH3 | C6H5 | 20.0 | 4i | 60 |
10 | CH3CH2CH2 | C6H5 | 20.0 | 4j | 63 |
11 | C6H5 | 4-ClC6H4 | 8.0 | 4k | 76 |
12 | CH3CH2CH2 | 4-ClC6H4 | 20.0 | 4l | 70 |
Entry | R | Ar | Time/h | Product | Yieldb/% |
---|---|---|---|---|---|
1 | C6H5 | C6H5 | 10.0 | 4a | 83 |
2 | 4-FC6H4 | C6H5 | 8.0 | 4b | 69 |
3 | 4-ClC6H4 | C6H5 | 8.0 | 4c | 70 |
4 | 4-CH3C6H4 | C6H5 | 6.0 | 4d | 75 |
5 | 4-NO2C6H4 | C6H5 | 12.0 | 4e | 71 |
6 | 4-CH3OC6H4 | C6H5 | 8.0 | 4f | 66 |
7 | 2-Furyl | C6H5 | 6.0 | 4g | 85 |
8 | PhCH=CH | C6H5 | 12.0 | 4h | 88 |
9 | CH3 | C6H5 | 20.0 | 4i | 60 |
10 | CH3CH2CH2 | C6H5 | 20.0 | 4j | 63 |
11 | C6H5 | 4-ClC6H4 | 8.0 | 4k | 76 |
12 | CH3CH2CH2 | 4-ClC6H4 | 20.0 | 4l | 70 |
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