Silica-supported HClO4 promotes catalytic solvent- and metal-free O–H insertion reactions with diazo compounds,Green Chemistry

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Silica-supported HClO4 promotes catalytic solvent- and metal-free O–H insertion reactions with diazo compounds
Green Chemistry ( IF 9.3 ) Pub Date : 2018-09-11 , DOI: 10.1039/c8gc02574f
Rafael Douglas C. Gallo _{1,

2,

3,

4} , Antonio C. B. Burtoloso _{1,

2,

3,

4}

Affiliation

Solvent-free O–H insertion reactions in the presence of diazo carbonyl compounds were carried-out in very mild conditions. Unlike the traditional metal-catalysed version, employing rhodium acetate dimer, this method uses eco-friendly silica-supported HClO₄ as the catalyst. Only 0.3 mol% of this Brønsted acid catalyst, that can also be recycled several times, is necessary to guarantee very good yields (up to 97%) in the O–H insertion reactions. Reaction set-up is simple and permitted the preparation of forty-three α-hydroxy and α-alkoxy esters/ketones in just 1 h and at room temperature.

中文翻译：

二氧化硅负载的HClO ₄促进重氮化合物催化的无溶剂和无金属的O–H插入反应

在重氮羰基化合物存在下，无溶剂的O–H插入反应在非常温和的条件下进行。与使用乙酸铑二聚体的传统金属催化形式不同，此方法使用环保的二氧化硅负载的HClO ₄作为催化剂。仅需0.3 mol％的这种布朗斯台德酸催化剂，也可以循环使用几次，以确保在O–H插入反应中获得非常高的收率（最高97％）。反应设置简单，可以在室温下仅1小时内制备43种α-羟基和α-烷氧基酯/酮。

更新日期：2018-10-01

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