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Dual Behavior of Iodine Species in Condensation of Anilines and Vinyl Ethers Affording 2-Methylquinolines Le, Song Thi Yasuoka, Chisa Asahara, Haruyasu Nishiwaki, Nagatoshi This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0). https://creativecommons.org/licenses/by/4.0/ | https://creativecommons.org/licenses/by/4.0/ 2-methylquinoline iodine-mediated reaction aniline vinyl ether redox reaction A metal-free, mild and efficient method for the synthesis of 2-methylquinolines was successfully developed by condensation of anilines with vinyl ethers in the presence of catalytic amount of iodine. Modification of both pyridine and benzene moieties was easily achieved by changing only the vinyl ether and aniline. In this reaction, the iodine species was revealed to show dual behavior; molecular iodine serves as an oxidant, while its reduced form, hydrogen iodide, activates the vinyl ether. The redox reaction between these iodine species enables the use of a catalytic amount of iodine in this synthetic method. MDPI 2016-06 eng journal article VoR http://hdl.handle.net/10173/1490 https://kutarr.kochi-tech.ac.jp/records/306 10.3390/molecules21070827 1420-3049 Molecules 21 7 827-1 827-11 https://kutarr.kochi-tech.ac.jp/record/306/files/28-47.pdf application/pdf 6.9 MB 2019-02-13