Akkachairin Bhornrawin, Tummatorn Jumreang, Khamsuwan Narumol, Thongsornkleeb Charnsak, Ruchirawat Somsak
Program on Chemical Biology, Chulabhorn Graduate Institute, Center of Excellence on Environmental Health and Toxicology (EHT) , Ministry of Education , 54 Kamphaeng Phet 6 , Laksi, Bangkok 10210 , Thailand.
Laboratory of Medicinal Chemistry , Chulabhorn Research Institute , 54 Kamphaeng Phet 6 , Laksi, Bangkok 10210 , Thailand.
J Org Chem. 2018 Sep 21;83(18):11254-11268. doi: 10.1021/acs.joc.8b01851. Epub 2018 Aug 14.
New synthetic approaches for the synthesis of indoloquinolines and carbocycle-fused quinolines have been developed employing alkynylketone substrates. These synthetic transformations involved the application of N-extrusion of azido complexes as a key step to generate carbodiimidium ion and nitrilium ion in situ, which further cyclized intramolecularly with alkyne via a domino process to provide indoloquinolines and carbocycle-fused quinolines, respectively, in moderate to good yields.
已经开发出了使用炔基酮底物合成吲哚喹啉和碳环稠合喹啉的新方法。这些合成转化涉及将叠氮配合物的氮原子挤出作为关键步骤，以原位生成碳二亚胺离子和腈鎓离子，它们通过多米诺过程进一步与炔烃进行分子内环化，分别以中等至良好的产率提供吲哚喹啉和碳环稠合喹啉。
