Transient Protection of Organic Azides from Click Reactions with Alkynes by Phosphazide Formation

被引：34

作者：

Meguro, Tomohiro ^{[1
]}

Yoshida, Suguru ^{[1
]}

Igawa, Kazunobu ^{[2
]}

Tomooka, Katsuhiko ^{[2
]}

Hosoya, Takamitsu ^{[1
]}

机构：

[1] Tokyo Med & Dent Univ, Inst Biomat & Bioengn, Lab Chem Biosci, Chiyoda Ku, 2-3-10 Kanda Surugadai, Tokyo 1010062, Japan

[2] Kyushu Univ, Inst Mat Chem & Engn, 6-1 Kasuga Koen, Kasuga, Fukuoka 8168580, Japan

来源：

ORGANIC LETTERS | 2018年 / 20卷 / 13期

关键词：

STAUDINGER REACTION; ONE-POT; SEQUENTIAL CLICK; 1,3-DIPOLAR CYCLOADDITIONS; HYPERBRANCHED POLYMERS; COPPER-FREE; CHEMISTRY; LIGATION; DESIGN; STRAIN;

D O I：

10.1021/acs.orglett.8b01692

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A method for protecting organic azides from click reactions with alkynes is reported. Treatment of azides with Amphos affords phosphazides, which are stable under click reaction conditions and are easily converted back to azides by treatment with elemental sulfur. Thus, the method allows for facile modification of azide compounds via site-selective click reactions.

引用

页码：4126 / 4130

页数：5

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