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Acidic rearrangement of benzyl group in flavone benzyl ethers and its regioselectivity

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成果类型:
期刊论文
作者:
Wang, Chong-Qing;Chen, Xin;Jiang, Jun-Hang;Tang, Hui;Zhu, Kong-Kai;...
通讯作者:
Zhou, You-Jun
作者机构:
[Wang, Chong-Qing; Zhou, You-Jun; Zheng, Can-Hui; Zhu, Ju; Jiang, Jun-Hang] Second Mil Med Univ, Sch Pharm, Shanghai 200433, Peoples R China.
[Chen, Xin] Wuhan Polytech Univ, Sch Biol & Pharmaceut Engn, Wuhan 430023, Peoples R China.
[Tang, Hui] Shandong Univ, Prov Hosp, Pharm, Jinan 250021, Peoples R China.
[Zhu, Kong-Kai] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China.
通讯机构:
[Zhou, You-Jun] S
Second Mil Med Univ, Sch Pharm, Shanghai 200433, Peoples R China.
语种:
英文
关键词:
Benzyl-substituted flavone;Acidic rearrangement of benzyl group;Regioselectivity;Quantum chemical calculation
关键词(中文):
黄酮化合物;区域选择性;苄基醚;重排;酸性;黄酮衍生物;生物活性;取代反应
期刊:
中国化学快报:英文版
ISSN:
1001-8417
年:
2015
卷:
26
期:
6
页码:
793-796
基金类别:
National Natural Science Foundation of ChinaNational Natural Science Foundation of China (NSFC) [21172260, 30901859]; Shanghai Natural Science FoundationNatural Science Foundation of Shanghai [09ZR1438800]; "Chen Guang" project - Shanghai Municipal Education Commission; Shanghai Education Development Foundation [12CG42]
机构署名:
本校为其他机构
院系归属:
生命科学与技术学院
摘要:
The benzyl-substituted flavone compounds are rare in nature, while some of which have interesting biological activities. The total synthesis of benzyl-substituted flavone derivatives via the acidic rearrangement of benzyl groups in flavone benzyl ethers, and the complicated regioselectivity of the rearrangement were reported. The regioselectivity was proposed to be determined by the steric hindrance as well as the ease of electrophilic substitution reaction for benzyl cations at differen...
摘要(中文):
代替本甲基的黄酮混合物在自然是稀罕的,当时其中一些举办有趣的生物活动。经由在黄酮本甲基醚的本甲基组的酸的重新整理的代替本甲基的黄酮衍生物的全部的合成,和重新整理的复杂 regioselectivity 被报导。regioselectivity 被建议被位的阻碍者以及 electrophilic 替换反应的容易在相应 debenzylated 黄酮混合物的不同位置为本甲基阳离子决定。

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