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Regio- and Diastereoselective Synthesis of Novel Polycyclic Pyrrolo[2,1-a]isoquinolines Bearing Indeno[1,2-b]quinoxaline Moieties by a Three-Component [3+2]-Cycloaddition Reaction
Synlett ( IF 2 ) Pub Date : 2019-12-12 , DOI: 10.1055/s-0039-1690768
Firouz Matloubi Moghaddam 1 , Atiyeh Moafi 1 , Behzad Jafari 2 , Alexander Vilinger 2 , Peter Langer 2
Affiliation  

A regio- and diastereoselective synthesis of 2,3-dihydro-10b′H-spiro[indeno[1,2-b]quinoxaline-11,1′-pyrrolo[2,1-a]isoquinoline]-2′,3′-diylbis(phenylmethanone) derivatives containing four contiguous chiral stereocenters was achieved through 1,3-dipolar cycloaddition of isoquinolinium N-ylides in a one-pot three-component reaction. The desired products were obtained in short reaction times and in moderate to high yields (up to 92%) under relatively mild reaction conditions. The structure and relative stereochemistry of the desired product was confirmed by X-ray diffraction analysis.

中文翻译:

通过三组分[3+2]-环加成反应区域选择性和非对映选择性合成带有茚并[1,2-b]喹喔啉部分的新型多环吡咯并[2,1-a]异喹啉

2,3-dihydro-10b'H-spiro[indeno[1,2-b]quinoxaline-11,1'-pyrrolo[2,1-a]isoquinoline]-2',3'的区域选择性和非对映选择性合成通过在一锅三组分反应中异喹啉鎓 N-叶立德的 1,3-偶极环加成反应,获得了含有四个连续手性立体中心的 -二基双(苯基甲酮)衍生物。在相对温和的反应条件下,在较短的反应时间内以中等至高产率(高达 92%)获得所需产物。通过 X 射线衍射分析证实了所需产物的结构和相对立体化学。
更新日期:2019-12-12
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