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在温和条件下,使用 PEG 300 作为绿色溶剂,通过未固定在任何载体上的多相 [Cu(II)BHPPDAH] 催化剂合成色烯并[3,4-B]喹啉衍生物。

Synthesis of chromeno[3,4-B]quinoline derivatives by heterogeneous [Cu(II)BHPPDAH] catalyst without being immobilized on any support under mild conditions using PEG 300 as green solvent.

机构信息

Department of Chemistry, Shiraz University, 71454 , Shiraz, Iran,

出版信息

Mol Divers. 2013 Nov;17(4):721-30. doi: 10.1007/s11030-013-9468-4. Epub 2013 Aug 22.

DOI:10.1007/s11030-013-9468-4
PMID:23975595
Abstract

The efficient synthesis of chromeno[3,4-[Formula: see text]]quinoline derivatives by condensation of O-propargylated salicylaldehyde, or corresponding compounds and primary aromatic amine derivatives using a catalytic amount of heterogeneous Cu(II)BHPPDAH complex without being immobilized on any supports (5.0 mol%) in PEG 300 as a "green" solvent is described. The remarkable features of this protocol are good to high yields in all cases, short reaction times, a cleaner reaction profile in an environmentally benign solvent (PEG 300), and the method is applicable to large-scale operation without any problem. Furthermore, the catalyst was quantitatively recovered from the reaction mixture by simple filtration and reused at least seven times with almost consistent activity.

摘要

高效合成色烯并[3,4-[公式:见正文]]喹啉衍生物,通过 O-丙炔基水杨醛或相应化合物与一级芳基胺衍生物在非固定化的多相 Cu(II)BHPPDAH 配合物(5.0 mol%)存在下于 PEG 300 中作为“绿色”溶剂的缩合反应来实现。该方法的显著特点是在所有情况下都具有良好到高产率、短反应时间、在环境友好溶剂(PEG 300)中反应更清洁,并且该方法适用于大规模操作而没有任何问题。此外,催化剂可以通过简单过滤从反应混合物中定量回收,并至少重复使用七次,几乎保持相同的活性。

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