Highly efficient chemoselective N-TBS protection of anilines under exceptional mild conditions in the eco-friendly solvent 2-methyltetrahydrofuran

被引：35

作者：

Pace, Vittorio ^{[1
,2
]}

Alcantara, Andres R. ^{[2
]}

Holzer, Wolfgang ^{[1
]}

机构：

[1] Univ Vienna, Dept Drug & Nat Prod Synth, Fac Life Sci, A-1090 Vienna, Austria

[2] Univ Complutense, Organ & Pharmaceut Chem Dept, Fac Pharm, E-28040 Madrid, Spain

来源：

GREEN CHEMISTRY | 2011年 / 13卷 / 08期

关键词：

SUPERCRITICAL CARBON-DIOXIDE; REAGENTS; ALDOL; ACID; THF; KF;

D O I：

10.1039/c1gc15574a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A straightforward chemoselective protection of anilines as N-TBS derivatives is described by using a suitable deprotonation of the amine with methyllithium in the environmentally friendly and safer substitute of THF, 2-methyltetrahydrofuran, under exceptional mild reaction conditions (0 degrees C, 30 min). Interestingly, the protecting group maybe cleaved efficiently by simple treatment of N-TBS- anilines with silica gel in ethanol-water.

引用

页码：1986 / 1989

页数：4

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