A simple and efficient method for mild and selective oxidation of propargylic alcohols using TEMPO and calcium hypochlorite

被引：11

作者：

Reddy, Sabbasani Rajasekhara ^{[1
,2
]}

Chadha, Anju ^{[2
,3
]}

机构：

[1] VIT Univ, Div Organ Chem, Sch Adv Sci, Madras 600036, Tamil Nadu, India

[2] Indian Inst Technol, Dept Biotechnol, Lab Bioorgan Chem, Madras 600036, Tamil Nadu, India

[3] Indian Inst Technol, Natl Ctr Catalysis Res, Madras 600036, Tamil Nadu, India

来源：

RSC ADVANCES | 2013年 / 3卷 / 35期

关键词：

CHEMOSELECTIVE AEROBIC OXIDATION; ALPHA-HYDROXY ESTERS; CARBOXYLIC-ACIDS; MOLECULAR-OXYGEN; CATALYZED OXIDATION; SECONDARY ALCOHOLS; 2-PHASE CONDITIONS; OXOAMMONIUM SALTS; NITROXYL RADICALS; TRANSITION-METAL;

D O I：

10.1039/c3ra41721b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Oxidation of propargylic alcohols to the corresponding aldehydes and ketones was achieved at room temperature using 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) and calcium hypochlorite (Ca(OCl)(2)). Propargylic diols yielded corresponding dialdehydes as the product. This system was found to be very efficient for both the electron donating and electron withdrawing groups such as methoxy and nitro substituted alcohols, respectively. This method does not require any additives and demonstrates the controlled, selective oxidation of propargylic alcohols affording up to 97% isolated yield.

引用

页码：14929 / 14933

页数：5

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