Chinese Journal of Organic Chemistry ›› 2024, Vol. 44 ›› Issue (7): 2223-2232.DOI: 10.6023/cjoc202403012 Previous Articles Next Articles
ARTICLES
温梦柯a,b, 李宜越b, 杜浩康b, 陈章培a,*(), 杨西发b,*()
收稿日期:
2024-03-10
修回日期:
2024-04-02
发布日期:
2024-04-24
基金资助:
Mengke Wena,b, Yiyue Lib, Haokang Dub, Zhangpei Chena(), Xifa Yangb()
Received:
2024-03-10
Revised:
2024-04-02
Published:
2024-04-24
Contact:
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Mengke Wen, Yiyue Li, Haokang Du, Zhangpei Chen, Xifa Yang. Synthesis of Spiropyrans via Rh(III)-Catalyzed [3+3] Cyclization of 3-Aryl-2H-1,4-benzoxazine and Diazonaphthalene-2H-ones[J]. Chinese Journal of Organic Chemistry, 2024, 44(7): 2223-2232.
Entrya,b | Additive (equiv.) | Solvent (2 mL) | Yield/% |
---|---|---|---|
1 | K2CO3 (2.0) | PhCF3 | 34 |
2 | Na2CO3 (2.0) | PhCF3 | 45 |
3 | NaOAc (2.0) | PhCF3 | 55 |
4 | PivOH (2.0) | PhCF3 | 55 |
5 | LiOAc (2.0) | PhCF3 | 50 |
6 | Zn(OAc)2 (0.2) | PhCF3 | 53 |
7 | MesCOOH (2.0) | PhCF3 | 60 |
8 | MesCOOH (2.0) | TFE | 10 |
9 | MesCOOH (2.0) | THF | 42 |
10 | MesCOOH (2.0) | 1,4-Dioxane | 45 |
11 | MesCOOH (2.0) | DCM | 80 |
12 | MesCOOH (2.0) | DCE | 90 |
13c | MesCOOH (2.0) | DCE | Trace |
14d | MesCOOH (2.0) | DCE | Trace |
15e | MesCOOH (2.0) | DCE | 13 |
16f | MesCOOH (2.0) | DCE | NR |
17g | MesCOOH (2.0) | DCE | 86 |
18h | MesCOOH (2.0) | DCE | 65 |
Entrya,b | Additive (equiv.) | Solvent (2 mL) | Yield/% |
---|---|---|---|
1 | K2CO3 (2.0) | PhCF3 | 34 |
2 | Na2CO3 (2.0) | PhCF3 | 45 |
3 | NaOAc (2.0) | PhCF3 | 55 |
4 | PivOH (2.0) | PhCF3 | 55 |
5 | LiOAc (2.0) | PhCF3 | 50 |
6 | Zn(OAc)2 (0.2) | PhCF3 | 53 |
7 | MesCOOH (2.0) | PhCF3 | 60 |
8 | MesCOOH (2.0) | TFE | 10 |
9 | MesCOOH (2.0) | THF | 42 |
10 | MesCOOH (2.0) | 1,4-Dioxane | 45 |
11 | MesCOOH (2.0) | DCM | 80 |
12 | MesCOOH (2.0) | DCE | 90 |
13c | MesCOOH (2.0) | DCE | Trace |
14d | MesCOOH (2.0) | DCE | Trace |
15e | MesCOOH (2.0) | DCE | 13 |
16f | MesCOOH (2.0) | DCE | NR |
17g | MesCOOH (2.0) | DCE | 86 |
18h | MesCOOH (2.0) | DCE | 65 |
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