A waste-minimized protocol for copper-catalyzed Ullmann-type reaction in a biomass derived furfuryl alcohol/water azeotrope,Green Chemistry

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A waste-minimized protocol for copper-catalyzed Ullmann-type reaction in a biomass derived furfuryl alcohol/water azeotrope
Green Chemistry ( IF 9.3 ) Pub Date : 2018-02-28 00:00:00 , DOI: 10.1039/c8gc00287h
Francesco Ferlin _{1,

2,

3,

4,

5} , Valeria Trombettoni _{1,

2,

3,

4,

5} , Lorenzo Luciani _{1,

2,

3,

4,

5} , Soliver Fusi _{1,

2,

3,

4,

5} , Oriana Piermatti _{1,

2,

3,

4,

5} , Stefano Santoro _{1,

2,

3,

4,

5} , Luigi Vaccaro _{1,

2,

3,

4,

5}

Affiliation

We report the use of biomass-derived furfuryl alcohol as an effective bidentate ligand able to promote the Ullmann-type copper-catalyzed coupling of aryl halides with heteroaromatic or aliphatic amines. Furfuryl alcohol (FA) can be mixed with water to form the corresponding azeotrope (20 wt% of FA) and therefore can be easily recovered and reused. This protocol is efficiently applied to substrates with various electronic nature and affords the expected products (27 examples) in generally good to excellent yields. It has also been demonstrated that the protocol is both chemically and environmentally effective as the azeotropic mixture can be easily and almost quantitatively recovered at the end of the process.

中文翻译：

在生物质衍生的糠醇/水共沸物中铜催化的Ullmann型反应的废物最小化方案

我们报告了使用生物质衍生的糠醇作为有效的双齿配体，能够促进Ullmann型铜催化的芳基卤化物与杂芳族或脂族胺的偶联。糠醇（FA）可以与水混合形成相应的恒沸物（占FA的20 wt％），因此可以很容易地回收和再利用。该协议可有效地应用于具有各种电子性质的基板，并以良好的良率提供预期的产品（27个示例）。还已经证明，该方案在化学和环境上都是有效的，因为共沸混合物可以在过程结束时容易且几乎定量地回收。

更新日期：2018-04-03

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