Chinese Journal of Organic Chemistry ›› 2022, Vol. 42 ›› Issue (1): 242-248.DOI: 10.6023/cjoc202106023 Previous Articles Next Articles
ARTICLES
王璐a, 邵莺a, 陈帆b, 钱鹏程b,*(), 成江a,b,*()
收稿日期:
2021-06-10
修回日期:
2021-07-14
发布日期:
2021-09-02
通讯作者:
钱鹏程, 成江
基金资助:
Lu Wanga, Ying Shaoa, Fan Chenb, Pengcheng Qianb(), Jiang Chenga,b()
Received:
2021-06-10
Revised:
2021-07-14
Published:
2021-09-02
Contact:
Pengcheng Qian, Jiang Cheng
Supported by:
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Lu Wang, Ying Shao, Fan Chen, Pengcheng Qian, Jiang Cheng. Rhodium-Catalyzed Directing Group-Assisted Annulation of Arene C—H Bond with Vinylene Carbonate toward Isocoumarins[J]. Chinese Journal of Organic Chemistry, 2022, 42(1): 242-248.
Entry | Catalyst | Oxidant | Additive 1 | Additive 2 | Yieldb |
---|---|---|---|---|---|
1 | Cp*Rh(OAc)2•H2O | AgSbF6 | Cu(OAc)2•H2O | — | <5% |
2 | [Cp*IrCl2]2 | AgSbF6 | Cu(OAc)2•H2O | — | <5% |
3 | [Cp*RhCl2]2 | AgSbF6 | Cu(OAc)2•H2O | — | 15% |
4 | [Cp*RhCl2]2 | AgSbF6 | — | — | NR |
5 | [Cp*RhCl2]2 | AgBF4 | Cu(OAc)2•H2O | — | 22% |
6 | [Cp*RhCl2]2 | AgNTf2 | Cu(OAc)2•H2O | — | 56%, 49%c, 51%d |
7 | [Cp*RhCl2]2 | AgNTf2 | Cu(OTf)2 | — | 39% |
8 | [Cp*RhCl2]2 | AgNTf2 | CuI | — | 45% |
9 | [Cp*RhCl2]2 | AgNTf2 | Zn(OAc)2•H2O | — | <5% |
10 | [Cp*RhCl2]2 | AgNTf2 | Zn(OTf)2 | — | 58% |
11 | [Cp*RhCl2]2 | AgNTf2 | Cu(OAc)2•H2O | HOAc | 49% |
12 | [Cp*RhCl2]2 | AgNTf2 | Cu(OAc)2•H2O | Zn(OTf)2 | 78%, 71%e, 64%f |
13 | [Cp*RhCl2]2 | AgNTf2 | Cu(OAc)2•H2O | ZnCl2 | 54%, 65%g, 20%h |
14 | [Cp*RhCl2]2 | AgNTf2 | Cu(OAc)2•H2O | Zn(OTf)2 | 66%i |
15 | [Cp*RhCl2]2 | AgNTf2 | Cu(OAc)2•H2O | Zn(OTf)2 | 59%j |
16 | [Cp*RhCl2]2 | AgNTf2 | Cu(OAc)2•H2O | Zn(OTf)2 | 62%k |
Entry | Catalyst | Oxidant | Additive 1 | Additive 2 | Yieldb |
---|---|---|---|---|---|
1 | Cp*Rh(OAc)2•H2O | AgSbF6 | Cu(OAc)2•H2O | — | <5% |
2 | [Cp*IrCl2]2 | AgSbF6 | Cu(OAc)2•H2O | — | <5% |
3 | [Cp*RhCl2]2 | AgSbF6 | Cu(OAc)2•H2O | — | 15% |
4 | [Cp*RhCl2]2 | AgSbF6 | — | — | NR |
5 | [Cp*RhCl2]2 | AgBF4 | Cu(OAc)2•H2O | — | 22% |
6 | [Cp*RhCl2]2 | AgNTf2 | Cu(OAc)2•H2O | — | 56%, 49%c, 51%d |
7 | [Cp*RhCl2]2 | AgNTf2 | Cu(OTf)2 | — | 39% |
8 | [Cp*RhCl2]2 | AgNTf2 | CuI | — | 45% |
9 | [Cp*RhCl2]2 | AgNTf2 | Zn(OAc)2•H2O | — | <5% |
10 | [Cp*RhCl2]2 | AgNTf2 | Zn(OTf)2 | — | 58% |
11 | [Cp*RhCl2]2 | AgNTf2 | Cu(OAc)2•H2O | HOAc | 49% |
12 | [Cp*RhCl2]2 | AgNTf2 | Cu(OAc)2•H2O | Zn(OTf)2 | 78%, 71%e, 64%f |
13 | [Cp*RhCl2]2 | AgNTf2 | Cu(OAc)2•H2O | ZnCl2 | 54%, 65%g, 20%h |
14 | [Cp*RhCl2]2 | AgNTf2 | Cu(OAc)2•H2O | Zn(OTf)2 | 66%i |
15 | [Cp*RhCl2]2 | AgNTf2 | Cu(OAc)2•H2O | Zn(OTf)2 | 59%j |
16 | [Cp*RhCl2]2 | AgNTf2 | Cu(OAc)2•H2O | Zn(OTf)2 | 62%k |
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