Chinese Journal of Organic Chemistry ›› 2021, Vol. 41 ›› Issue (9): 3717-3725.DOI: 10.6023/cjoc202105009 Previous Articles Next Articles
NOTES
收稿日期:
2021-05-07
修回日期:
2021-05-31
发布日期:
2021-06-22
通讯作者:
王明安
基金资助:
Weiwei Wang, Yihao Li, Xinlei Liu, Yu Zhao, Mingan Wang()
Received:
2021-05-07
Revised:
2021-05-31
Published:
2021-06-22
Contact:
Mingan Wang
Supported by:
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Weiwei Wang, Yihao Li, Xinlei Liu, Yu Zhao, Mingan Wang. Synthesis and Fungicidal Activity of Novel 3,7-Dimethylocta-2,6-dienamides and 3,7-Dimethyl-6,7-dihydroxyoct-2-enamides[J]. Chinese Journal of Organic Chemistry, 2021, 41(9): 3717-3725.
化合物 | 构型 | R1R2 | 水稻纹枯菌 | 辣椒疫霉菌 | 油菜菌核菌 | 黄瓜灰霉菌 | 棉花立枯菌 |
---|---|---|---|---|---|---|---|
5a | 2Z | Morpholino | 18.3 | 12.5 | 6.3 | 11.3 | 7.5 |
5b | 2Z | 4-t-BuC6H4CH2, H | 60.6 | 10.0 | 30.6 | 30.6 | 10.0 |
5c | 2Z | 2-Cl-4-CF3C6H4, H | 51.1 | 2.5 | 0 | 15.6 | 14.4 |
5d | 2Z | 2-(4-Cl-C6H4)C6H4, H | 37.8 | 6.3 | 65.6 | 23.1 | 8.1 |
5e | 2E | Morpholino | 43.3 | 17.5 | 0 | 33.8 | 8.8 |
5f | 2E | 4-t-ButC6H4CH2, H | 41.1 | 9.4 | 48.8 | 36.3 | 11.3 |
5g | 2E | 2-Cl-4-CF3C6H4, H | 31.1 | 0 | 15.6 | 10.0 | 11.3 |
5h | 2E | 2-(4-Cl-C6H4)C6H4, H | 35.6 | 3.8 | 0 | 10.0 | 11.9 |
7a | 2Z,6S | Morpholino | 41.1 | 10.0 | 8.1 | 6.3 | 12.5 |
7b | 2Z,6R | Morpholino | 43.3 | 11.3 | 49.4 | 12.5 | 12.5 |
7c | 2Z,6S | 4-t-ButC6H4CH2, H | 28.9 | 14.4 | 27.5 | 43.1 | 9.4 |
7d | 2Z,6R | 4-t-ButC6H4CH2, H | 23.3 | 13.8 | 21.3 | 34.4 | 16.3 |
7e | 2Z,6S | 2-Cl-4-CF3C6H4, H | 41.1 | 21.3 | 54.4 | 35.6 | 18.8 |
7f | 2Z,6R | 2-Cl-4-CF3C6H4, H | 29.4 | 15.0 | 27.5 | 11.9 | 17.5 |
7g | 2Z,6S | 2-(4-Cl-C6H4)C6H4, H | 30.0 | 28.1 | 71.3 | 51.3 | 8.1 |
7h | 2Z,6R | 2-(4-Cl-C6H4)C6H4, H | 53.9 | 25.6 | 61.3 | 40.6 | 9.4 |
7i | 2E,6S | Morpholino | 23.9 | 8.1 | 29.4 | 36.9 | 5.0 |
7j | 2E,6R | Morpholino | 34.4 | 8.8 | 58.8 | 30.6 | 0 |
7k | 2E,6S | 4-t-ButC6H4CH2, H | 25.6 | 12.5 | 12.5 | 30.0 | 10.0 |
7l | 2E,6R | 4-t-ButC6H4CH2, H | 39.4 | 18.8 | 29.4 | 27.5 | 10.0 |
7m | 2E,6S | 2-Cl-4-CF3C6H4, H | 41.7 | 27.5 | 51.3 | 22.5 | 23.8 |
7n | 2E,6R | 2-Cl-4-CF3C6H4, H | 38.9 | 26.9 | 54.4 | 26.3 | 17.5 |
7o | 2E,6S | 2-(4-Cl-C6H4)C6H4, H | 21.7 | 10.0 | 12.5 | 12.5 | 0 |
7p | 2E,6R | 2-(4-Cl-C6H4)C6H4, H | 32.2 | 13.1 | 34.4 | 25.6 | 16.9 |
R-1 | 71.8 | 66.4 | 81.8 | 72.0 | 80.2 | ||
丁吡吗啉 | 61.6 | 100 | 74.4 | 68.1 | 37.2 | ||
烯酰吗啉 | 14.6 | 100 | 15.0 | 9.4 | 20.9 |
化合物 | 构型 | R1R2 | 水稻纹枯菌 | 辣椒疫霉菌 | 油菜菌核菌 | 黄瓜灰霉菌 | 棉花立枯菌 |
---|---|---|---|---|---|---|---|
5a | 2Z | Morpholino | 18.3 | 12.5 | 6.3 | 11.3 | 7.5 |
5b | 2Z | 4-t-BuC6H4CH2, H | 60.6 | 10.0 | 30.6 | 30.6 | 10.0 |
5c | 2Z | 2-Cl-4-CF3C6H4, H | 51.1 | 2.5 | 0 | 15.6 | 14.4 |
5d | 2Z | 2-(4-Cl-C6H4)C6H4, H | 37.8 | 6.3 | 65.6 | 23.1 | 8.1 |
5e | 2E | Morpholino | 43.3 | 17.5 | 0 | 33.8 | 8.8 |
5f | 2E | 4-t-ButC6H4CH2, H | 41.1 | 9.4 | 48.8 | 36.3 | 11.3 |
5g | 2E | 2-Cl-4-CF3C6H4, H | 31.1 | 0 | 15.6 | 10.0 | 11.3 |
5h | 2E | 2-(4-Cl-C6H4)C6H4, H | 35.6 | 3.8 | 0 | 10.0 | 11.9 |
7a | 2Z,6S | Morpholino | 41.1 | 10.0 | 8.1 | 6.3 | 12.5 |
7b | 2Z,6R | Morpholino | 43.3 | 11.3 | 49.4 | 12.5 | 12.5 |
7c | 2Z,6S | 4-t-ButC6H4CH2, H | 28.9 | 14.4 | 27.5 | 43.1 | 9.4 |
7d | 2Z,6R | 4-t-ButC6H4CH2, H | 23.3 | 13.8 | 21.3 | 34.4 | 16.3 |
7e | 2Z,6S | 2-Cl-4-CF3C6H4, H | 41.1 | 21.3 | 54.4 | 35.6 | 18.8 |
7f | 2Z,6R | 2-Cl-4-CF3C6H4, H | 29.4 | 15.0 | 27.5 | 11.9 | 17.5 |
7g | 2Z,6S | 2-(4-Cl-C6H4)C6H4, H | 30.0 | 28.1 | 71.3 | 51.3 | 8.1 |
7h | 2Z,6R | 2-(4-Cl-C6H4)C6H4, H | 53.9 | 25.6 | 61.3 | 40.6 | 9.4 |
7i | 2E,6S | Morpholino | 23.9 | 8.1 | 29.4 | 36.9 | 5.0 |
7j | 2E,6R | Morpholino | 34.4 | 8.8 | 58.8 | 30.6 | 0 |
7k | 2E,6S | 4-t-ButC6H4CH2, H | 25.6 | 12.5 | 12.5 | 30.0 | 10.0 |
7l | 2E,6R | 4-t-ButC6H4CH2, H | 39.4 | 18.8 | 29.4 | 27.5 | 10.0 |
7m | 2E,6S | 2-Cl-4-CF3C6H4, H | 41.7 | 27.5 | 51.3 | 22.5 | 23.8 |
7n | 2E,6R | 2-Cl-4-CF3C6H4, H | 38.9 | 26.9 | 54.4 | 26.3 | 17.5 |
7o | 2E,6S | 2-(4-Cl-C6H4)C6H4, H | 21.7 | 10.0 | 12.5 | 12.5 | 0 |
7p | 2E,6R | 2-(4-Cl-C6H4)C6H4, H | 32.2 | 13.1 | 34.4 | 25.6 | 16.9 |
R-1 | 71.8 | 66.4 | 81.8 | 72.0 | 80.2 | ||
丁吡吗啉 | 61.6 | 100 | 74.4 | 68.1 | 37.2 | ||
烯酰吗啉 | 14.6 | 100 | 15.0 | 9.4 | 20.9 |
化合物 | 黄瓜霜霉病 | 小麦白粉病 | 玉米锈病 | 苹果炭疽病 | 化合物 | 黄瓜霜霉病 | 小麦白粉病 | 玉米锈病 | 苹果炭疽病 |
---|---|---|---|---|---|---|---|---|---|
5a | 0 | 0 | 0 | 0 | 7f | 0 | 0 | 0 | 0 |
5b | 0 | 0 | 0 | 0 | 7g | 0 | 0 | 0 | 0 |
5c | 85 | 80 | 0 | 0 | 7h | 0 | 0 | 0 | 0 |
5d | 0 | 0 | 0 | 0 | 7i | 0 | 0 | 0 | 0 |
5e | 0 | 0 | 0 | 0 | 7j | 0 | 0 | 0 | 0 |
5f | 0 | 0 | 0 | 0 | 7k | 0 | 0 | 0 | 0 |
5g | 85 | 100 | 0 | 0 | 7l | 0 | 0 | 0 | 0 |
5h | 0 | 0 | 0 | 0 | 7m | 50 | 70 | 0 | 0 |
7a | 0 | 0 | 0 | 0 | 7n | 0 | 0 | 0 | 0 |
7b | 0 | 0 | 0 | 0 | 7o | 0 | 0 | 0 | 0 |
7c | 0 | 0 | 0 | 0 | 7p | 0 | 0 | 0 | 0 |
7d | 0 | 0 | 0 | 0 | (Z,R)-2[ | 100 | 100 | 60 | 65 |
7e | 0 | 0 | 0 | 0 | (Z,S)-2[ | 100 | 100 | 80 | 100 |
化合物 | 黄瓜霜霉病 | 小麦白粉病 | 玉米锈病 | 苹果炭疽病 | 化合物 | 黄瓜霜霉病 | 小麦白粉病 | 玉米锈病 | 苹果炭疽病 |
---|---|---|---|---|---|---|---|---|---|
5a | 0 | 0 | 0 | 0 | 7f | 0 | 0 | 0 | 0 |
5b | 0 | 0 | 0 | 0 | 7g | 0 | 0 | 0 | 0 |
5c | 85 | 80 | 0 | 0 | 7h | 0 | 0 | 0 | 0 |
5d | 0 | 0 | 0 | 0 | 7i | 0 | 0 | 0 | 0 |
5e | 0 | 0 | 0 | 0 | 7j | 0 | 0 | 0 | 0 |
5f | 0 | 0 | 0 | 0 | 7k | 0 | 0 | 0 | 0 |
5g | 85 | 100 | 0 | 0 | 7l | 0 | 0 | 0 | 0 |
5h | 0 | 0 | 0 | 0 | 7m | 50 | 70 | 0 | 0 |
7a | 0 | 0 | 0 | 0 | 7n | 0 | 0 | 0 | 0 |
7b | 0 | 0 | 0 | 0 | 7o | 0 | 0 | 0 | 0 |
7c | 0 | 0 | 0 | 0 | 7p | 0 | 0 | 0 | 0 |
7d | 0 | 0 | 0 | 0 | (Z,R)-2[ | 100 | 100 | 60 | 65 |
7e | 0 | 0 | 0 | 0 | (Z,S)-2[ | 100 | 100 | 80 | 100 |
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