Indium triflate-assisted nucleophilic aromatic substitution reactions of nitrosobezene-derived cycloadducts with alcohols.

Indium triflate-assisted nucleophilic aromatic substitution reactions of nitrosobezene-derived cycloadducts with alcohols.
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DOI:
10.1021/ol9027607
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发表时间:
2010-01-15
期刊:
影响因子:
5.2
通讯作者:
Miller MJ
Miller MJ
中科院分区:
化学1区
文献类型:
--
作者:
Yang B;Miller MJ

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当亚硝基苯衍生的亚硝基环加合物在醇存在下用三氟甲磺酸铟处理时,观察到氢的排他性亲核芳族取代以及N-O键的裂解。得到了具有良好至优异的区域选择性(16:84至0:100,邻-:帕拉-)的芳族烷氧基化SYN-1,4氨基环烯醇产物。
Exclusive nucleophilic aromatic substitution of hydrogen in conjunction with cleavage of the N–O bond were observed, when nitrosobenzene-derived nitroso cycloadducts were treated with indium triflate in the presence of alcohols. Aromatic alkoxylated SYN-1,4 aminocycloalkenol products with good to excellent regioselectivity (16:84 to 0:100, ortho-:para-) were obtained.
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