Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (6): 1799-1810.DOI: 10.6023/cjoc202111038 Previous Articles Next Articles
ARTICLES
王朝彧, 董书达, 朱天阳, 刘玉琴, 武梓涵, 冯若昆*()
收稿日期:
2021-11-25
修回日期:
2022-01-14
发布日期:
2022-02-17
通讯作者:
冯若昆
基金资助:
Chaoyu Wang, Shuda Dong, Tianyang Zhu, Yuqin Liu, Zihan Wu, Ruokun Feng()
Received:
2021-11-25
Revised:
2022-01-14
Published:
2022-02-17
Contact:
Ruokun Feng
Supported by:
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Chaoyu Wang, Shuda Dong, Tianyang Zhu, Yuqin Liu, Zihan Wu, Ruokun Feng. Cobalt-Catalyzed Decarbonylative C(8)-Acyloxylation of 1-Naphthalamine Derivatives with α-Oxocarboxylic Acids[J]. Chinese Journal of Organic Chemistry, 2022, 42(6): 1799-1810.
Entry | Catalyst | Oxidant | Base | Solvent | Yieidb/% |
---|---|---|---|---|---|
1 | Co(OAc)2 | Ag2CO3 | Na2CO3 | Chlorobenzene | 18 |
2 | CoBr2 | Ag2CO3 | Na2CO3 | Chlorobenzene | 15 |
3 | CoO | Ag2CO3 | Na2CO3 | Chlorobenzene | N.R. |
4 | CoSO4•7H2O | Ag2CO3 | Na2CO3 | Chlorobenzene | 16 |
5 | Co2(CO)8 | Ag2CO3 | Na2CO3 | Chlorobenzene | Trace |
6 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Chlorobenzene | 71 |
7 | [Cp*Co(CO)I2] | Ag2CO3 | Na2CO3 | Chlorobenzene | 21 |
8 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | o-Chlorotoluene | 53 |
9 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Fluorobenzene | Trace |
10 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Toluene | 26 |
11 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Nitrobenzene | 17 |
12 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Dimethylbenzene | 40 |
13 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | m-Xylene | 41 |
14 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | 1,2-Dichloroethane | Trace |
15 | CoCO3•xH2O | AgNO3 | Na2CO3 | Chlorobenzene | 29 |
16 | CoCO3•xH2O | Ag2O | Na2CO3 | Chlorobenzene | 61 |
17 | CoCO3•xH2O | Mn(OAc)2 | Na2CO3 | Chlorobenzene | Trace |
18 | CoCO3•xH2O | Ag2CO3 | NaHCO3 | Chlorobenzene | 35 |
19 | CoCO3•xH2O | Ag2CO3 | KHCO3 | Chlorobenzene | 56 |
20 | CoCO3•xH2O | Ag2CO3 | Cs2CO3 | Chlorobenzene | N.R. |
21 | CoCO3•xH2O | Ag2CO3 | DBU | Chlorobenzene | N.R. |
22 | — | Ag2CO3 | Na2CO3 | Chlorobenzene | N.R |
23 | CoCO3•xH2O | — | Na2CO3 | Chlorobenzene | N.R |
24 | CoCO3•xH2O | Ag2CO3 | — | Chlorobenzene | N.R |
25 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Chlorobenzene | 51c |
26 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Chlorobenzene | 39d |
27 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Chlorobenzene | 49e |
28 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Chlorobenzene | 61f |
29 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Chlorobenzene | Traceg |
Entry | Catalyst | Oxidant | Base | Solvent | Yieidb/% |
---|---|---|---|---|---|
1 | Co(OAc)2 | Ag2CO3 | Na2CO3 | Chlorobenzene | 18 |
2 | CoBr2 | Ag2CO3 | Na2CO3 | Chlorobenzene | 15 |
3 | CoO | Ag2CO3 | Na2CO3 | Chlorobenzene | N.R. |
4 | CoSO4•7H2O | Ag2CO3 | Na2CO3 | Chlorobenzene | 16 |
5 | Co2(CO)8 | Ag2CO3 | Na2CO3 | Chlorobenzene | Trace |
6 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Chlorobenzene | 71 |
7 | [Cp*Co(CO)I2] | Ag2CO3 | Na2CO3 | Chlorobenzene | 21 |
8 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | o-Chlorotoluene | 53 |
9 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Fluorobenzene | Trace |
10 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Toluene | 26 |
11 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Nitrobenzene | 17 |
12 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Dimethylbenzene | 40 |
13 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | m-Xylene | 41 |
14 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | 1,2-Dichloroethane | Trace |
15 | CoCO3•xH2O | AgNO3 | Na2CO3 | Chlorobenzene | 29 |
16 | CoCO3•xH2O | Ag2O | Na2CO3 | Chlorobenzene | 61 |
17 | CoCO3•xH2O | Mn(OAc)2 | Na2CO3 | Chlorobenzene | Trace |
18 | CoCO3•xH2O | Ag2CO3 | NaHCO3 | Chlorobenzene | 35 |
19 | CoCO3•xH2O | Ag2CO3 | KHCO3 | Chlorobenzene | 56 |
20 | CoCO3•xH2O | Ag2CO3 | Cs2CO3 | Chlorobenzene | N.R. |
21 | CoCO3•xH2O | Ag2CO3 | DBU | Chlorobenzene | N.R. |
22 | — | Ag2CO3 | Na2CO3 | Chlorobenzene | N.R |
23 | CoCO3•xH2O | — | Na2CO3 | Chlorobenzene | N.R |
24 | CoCO3•xH2O | Ag2CO3 | — | Chlorobenzene | N.R |
25 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Chlorobenzene | 51c |
26 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Chlorobenzene | 39d |
27 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Chlorobenzene | 49e |
28 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Chlorobenzene | 61f |
29 | CoCO3•xH2O | Ag2CO3 | Na2CO3 | Chlorobenzene | Traceg |
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