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nBu4NPF6 promoted regioselective cascade synthesis of functionally embellished naphthofurans under acid, metalandsolvent free conditions

机译:NBU4NPF6促进了酸,金属配溶剂的无酸下功能缀饰的萘呋坦的区域选择性级联合成

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~( n ) Bu _(4) NPF _(6) mediated highly regioselective synthesis of functionally embellished naphthofurans has been achieved from easily available naphthols and propargyl alcohols through a cascade benzylation, oxacyclisation (5- exo dig) and isomerization under solvent free conditions. The reaction works in a short time through dibenzyl ether formation followed by the decomposition to the carbocation to furnish the high yielding products with large substrate scope. The synthetic utility of the products is demonstrated through C(sp ~(3) )–H functionalization. In addition, we investigated selected naphthofurans for their anti-amyloidogenic properties. Preliminary studies suggest that these are excellent inhibitors for amyloid formation, a hallmark for several neurodegenerative diseases.
机译:〜(n)Bu _(4)NPF _(6)通过级联苄基化,氧化基团(5- exo DIG)和溶剂条件下的异构化,从易于释放的萘酚和炔丙醇中介导的高度区域选择性合成。 。反应在短时间内通过二苄醚形成工作,然后分解碳粉区位以提供具有大基板范围的高产品。通过C(SP〜(3))-H官能化证明了产品的合成效用。此外,我们研究了选定的萘呋喃对它们的抗淀粉样蛋白特性。初步研究表明,这些是淀粉样蛋白形成的优异抑制剂,是几种神经变性疾病的标志。

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