Utilization of a copper-catalyzed diaryl ether synthesis for the preparation of verbenachalcone

Utilization of a copper-catalyzed diaryl ether synthesis for the preparation of verbenachalcone
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DOI:
10.1016/s0040-4020(02)00915-8
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发表时间:
2002-09-23
期刊:
影响因子:
2.1
通讯作者:
Cuny, GD
Cuny, GD
中科院分区:
化学3区
文献类型:
--
作者:
Xing, XC;Padmanaban, D;Cuny, GD

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在碳酸铯存在下,在吡啶中,利用催化铜介导的 2-苄基-氧基溴苯衍生物和 2-甲氧基苯酚衍生物的偶联,然后脱苄基,有效地组装了 2-羟基-2'-甲氧基二苯醚。利用这种方法可以简明合成马鞭草查酮,据报道,这种化合物可以增强神经生长因子刺激 PC12D 细胞中神经突生长的能力。还提供了初始 SAR 数据。 (C) 2002 Elsevier Science Ltd. 保留所有权利。
2-Hydroxy-2'-methoxydiphenyl ethers were efficiently assembled utilizing a catalytic copper mediated coupling of 2-benzyl-oxybromobenzene derivatives and 2-methoxyphenol derivatives in the presence of cesium carbonate in pyridine followed by debenzylation. Utilization of this method allowed for a concise synthesis of verbenachalcone, a compound reported to enhance nerve growth factor's ability to stimulate neurite outgrowths in PC12D cells. Initial SAR data is also presented. (C) 2002 Elsevier Science Ltd. All rights reserved.