Acta Chimica Sinica ›› 2023, Vol. 81 ›› Issue (9): 1101-1107.DOI: 10.6023/A23040188 Previous Articles Next Articles
Special Issue: 庆祝《化学学报》创刊90周年合辑
Communication
翟彤仪a, 葛畅a, 钱鹏程b,*(), 周波a, 叶龙武a,c,*(
)
投稿日期:
2023-04-30
发布日期:
2023-06-13
作者简介:
基金资助:
Tongyi Zhaia, Chang Gea, Pengcheng Qianb(), Bo Zhoua, Longwu Yea,c(
)
Received:
2023-04-30
Published:
2023-06-13
Contact:
*E-mail: About author:
Supported by:
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Tongyi Zhai, Chang Ge, Pengcheng Qian, Bo Zhou, Longwu Ye. Brønsted Acid-Catalyzed Intramolecular Hydroalkoxylation/Claisen Rearrangement of Ynamides★[J]. Acta Chimica Sinica, 2023, 81(9): 1101-1107.
Entry | Catalyst | Conditions | Yieldb/% |
---|---|---|---|
1 | TfOH | PhCl, 40 ℃, 24 h | 50 |
2 | TsOH | PhCl, 40 ℃, 24 h | 51 |
3 | MsOH | PhCl, 40 ℃, 24 h | 80 |
4 | (PhO)2P(O)OH | PhCl, 40 ℃, 24 h | 40 |
5 | (PhO)2P(O)NHTf | PhCl, 40 ℃, 24 h | 78 |
6 | A1 | PhCl, 40 ℃, 24 h | 60 |
7 | A2 | PhCl, 40 ℃, 24 h | 22 |
8 | MsOH | PhCl, 60 ℃, 24 h | 99 |
9 | MsOH | PhMe, 60 ℃, 24 h | 24 |
10 | MsOH | DCE, 60 ℃, 24 h | 34 |
11 | MsOH | THF, 60 ℃, 24 h | 91 |
12 | MsOH | 1,4-dioxane, 60 ℃, 24 h | 97 |
Entry | Catalyst | Conditions | Yieldb/% |
---|---|---|---|
1 | TfOH | PhCl, 40 ℃, 24 h | 50 |
2 | TsOH | PhCl, 40 ℃, 24 h | 51 |
3 | MsOH | PhCl, 40 ℃, 24 h | 80 |
4 | (PhO)2P(O)OH | PhCl, 40 ℃, 24 h | 40 |
5 | (PhO)2P(O)NHTf | PhCl, 40 ℃, 24 h | 78 |
6 | A1 | PhCl, 40 ℃, 24 h | 60 |
7 | A2 | PhCl, 40 ℃, 24 h | 22 |
8 | MsOH | PhCl, 60 ℃, 24 h | 99 |
9 | MsOH | PhMe, 60 ℃, 24 h | 24 |
10 | MsOH | DCE, 60 ℃, 24 h | 34 |
11 | MsOH | THF, 60 ℃, 24 h | 91 |
12 | MsOH | 1,4-dioxane, 60 ℃, 24 h | 97 |
Entry | Substrate | Product | Time/h | Yieldb/% |
---|---|---|---|---|
1 | | | 24 | 99 |
2 | | | 48 | 99 |
3 | | | 48 | 94 |
4 | | | 48 | 99 |
5 | | | 48 | 99 |
6 | | | 12 | 58 |
7 | | | 74 | 86 |
8c | | | 30 | 99 |
9 | | | 53 | 99 |
10 | | | 48 | 80 |
11 | | | 48 | 86 |
12c | | | 30 | 42 |
13c | | | 30 | 98 |
14 | | | 48 | 99 |
15 | | | 24 | 99 |
16 | | | 48 | 90 |
17 | | | 35 | 55 |
18 | | | 24 | 88 |
Entry | Substrate | Product | Time/h | Yieldb/% |
---|---|---|---|---|
1 | | | 24 | 99 |
2 | | | 48 | 99 |
3 | | | 48 | 94 |
4 | | | 48 | 99 |
5 | | | 48 | 99 |
6 | | | 12 | 58 |
7 | | | 74 | 86 |
8c | | | 30 | 99 |
9 | | | 53 | 99 |
10 | | | 48 | 80 |
11 | | | 48 | 86 |
12c | | | 30 | 42 |
13c | | | 30 | 98 |
14 | | | 48 | 99 |
15 | | | 24 | 99 |
16 | | | 48 | 90 |
17 | | | 35 | 55 |
18 | | | 24 | 88 |
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