Transition metal free one pot synthesis of aryl carboxylic acids via dehomologative oxidation of styrenes

被引：15

作者：

Patil, Bhausaheb N. ^{[1
]}

Sathe, Pratima A. ^{[1
]}

Parade, Babasao S. ^{[1
]}

Vadagaonkar, Kamlesh S. ^{[2
]}

Chaskar, Atul C. ^{[1
]}

机构：

[1] Univ Mumbai, Natl Ctr Nanosci & Nanotechnol, Bombay 400098, Maharashtra, India

[2] Inst Chem Technol, Dept Dyestuff Technol, Bombay 400019, Maharashtra, India

来源：

TETRAHEDRON LETTERS | 2018年 / 59卷 / 49期

关键词：

Styrenes; Aryl carboxylic acids; Transition metal-free; Dehomologative oxidation; Iodine catalyzed reaction; SELECTIVE OXIDATION; AEROBIC OXIDATION; CARBONYLATION REACTIONS; COPPER(II) COMPLEXES; CLEAVAGE; ALKYNES; EFFICIENT; ALCOHOLS; OLEFINS; WATER;

D O I：

10.1016/j.tetlet.2018.10.061

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

lodine/NaOH-catalyzed one-pot dehomologative oxidation of styrenes to aryl carboxylic acids has been reported. A wide range of carboxylic acids are obtained using iodine (I-2) as a catalyst, tert-butyl hydroper-oxide (TBHP) as an oxidant and sodium hydroxide (NaOH) as a base. This reliable conversion involves dehomologation of styrene to aromatic aldehyde which on subsequent oxidation affords aryl carboxylic acid. This protocol was used for gram-scale synthesis as it is free from chromatographic purification. This is the first report for the oxidative transformation of styrenes into aryl carboxylic acids under transition metal-free conditions. (C) 2018 Elsevier Ltd. All rights reserved.

引用

页码：4340 / 4343

页数：4

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