Scandium triflate-catalyzed one-pot domino approach towards general and efficient syntheses of unsymmetrical 9-substituted xanthene derivatives.

Scandium triflate-catalyzed one-pot domino approach towards general and efficient syntheses of unsymmetrical 9-substituted xanthene derivatives.
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DOI:
10.1039/b919666h
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发表时间:
2010-02
影响因子:
3.2
通讯作者:
Ritesh Singh;G. Panda
Ritesh Singh;G. Panda
中科院分区:
化学3区
文献类型:
--
作者:
Ritesh Singh;G. Panda

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以10%Sc(OTf)(3)为催化剂,在非常温和的反应条件下,采用一锅串联/串联的方法合成了不对称的9-芳基/杂芳基黄原烯。这一策略被进一步扩展到通过串联的碳-硫(C-S)和碳-碳(C-C)键的形成来合成9-(硫代芳基)黄原烯。在机理研究中还讨论了Sc(OTf)(3)促进的新的C-C和C-S键断裂。
A general and efficient one-pot cascade/tandem approach to synthesize unsymmetrical 9-aryl/heteroaryl xanthenes has been developed under extremely mild reaction conditions using 10 mol% Sc(OTf)(3) as a catalyst. This strategy has been further extended to synthesize 9-(thioaryl) xanthenes through tandem carbon-sulfur (C-S) and carbon-carbon (C-C) bond formation. Novel C-C and C-S bond cleavage promoted by Sc(OTf)(3) is also discussed during mechanistic investigation.