Chinese Journal of Organic Chemistry ›› 2019, Vol. 39 ›› Issue (10): 2796-2801.DOI: 10.6023/cjoc201907038 Previous Articles Next Articles
ARTICLE
收稿日期:
2019-07-26
修回日期:
2019-08-22
发布日期:
2019-09-05
通讯作者:
马献涛
E-mail:xiantaoma@126.com
基金资助:
Ma Xiantao*(), Zhou Kunjie, Ren Mengjuan, Wang Mengyu, Yu Jing
Received:
2019-07-26
Revised:
2019-08-22
Published:
2019-09-05
Contact:
Ma Xiantao
E-mail:xiantaoma@126.com
Supported by:
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Ma Xiantao, Zhou Kunjie, Ren Mengjuan, Wang Mengyu, Yu Jing. Steric Hindrance Effect Leading to Regioselective Bromination of Phenols with HBr[J]. Chinese Journal of Organic Chemistry, 2019, 39(10): 2796-2801.
Entry | R (2) | Solvent | 3ab/% | 3a/4ac |
---|---|---|---|---|
1d | Me (2a) | DMSO | 25 | 61/39 |
2 | Me (2a) | DMSO | 55 | 69/31 |
3 | Me (2a) | MeCN | 80 | 89/11 |
4 | n-Bu (2b) | MeCN | 75 | 93/7 |
5 | Bn (2c) | MeCN | 82 | 98/2 |
6 | Ph (2d) | MeCN | 86 | 95/5 |
7 | 4-MeC6H4 (2e) | MeCN | 87 | 96/4 |
8 | 4-ClC6H4 (2f) | MeCN | 91 | 97/3 |
9 | 4-ClC6H4 (2f) | EtOAc | 84 | 94/6 |
10 | 4-ClC6H4 (2f) | DMF | 0 | — |
11 | 4-ClC6H4 (2f) | CHCl3 | 41 | 62/38 |
Entry | R (2) | Solvent | 3ab/% | 3a/4ac |
---|---|---|---|---|
1d | Me (2a) | DMSO | 25 | 61/39 |
2 | Me (2a) | DMSO | 55 | 69/31 |
3 | Me (2a) | MeCN | 80 | 89/11 |
4 | n-Bu (2b) | MeCN | 75 | 93/7 |
5 | Bn (2c) | MeCN | 82 | 98/2 |
6 | Ph (2d) | MeCN | 86 | 95/5 |
7 | 4-MeC6H4 (2e) | MeCN | 87 | 96/4 |
8 | 4-ClC6H4 (2f) | MeCN | 91 | 97/3 |
9 | 4-ClC6H4 (2f) | EtOAc | 84 | 94/6 |
10 | 4-ClC6H4 (2f) | DMF | 0 | — |
11 | 4-ClC6H4 (2f) | CHCl3 | 41 | 62/38 |
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