Organic Chemistry Department, Science Faculty, Peoples' Friendship University of Russia (RUDN University), 6 Miklukho-Maklaya str., Moscow, Russia.
Department of Chemistry, Lomonosov Moscow State University, Leninskie Gory, 1-3, Moscow, 119991, Russia.
Chem Commun (Camb). 2020 Jun 16;56(48):6527-6530. doi: 10.1039/d0cc01652g.
N-(Propargyl)indole-2-carbonitriles undergo DBU-catalyzed addition of CH-acids to nitriles, followed by cyclization to give 9-aminopyrido[1,2-a]indoles. The reaction proceeds through the initial formation of a push-pull enamine, alkyne-allene rearrangement and intramolecular nucleophilic cyclization. Nitromethane and malonate esters can be employed as the CH-acids. The resulting compounds were found to exhibit fluorescence properties.
N-(炔丙基)吲哚-2-甲腈在 DBU 催化下与腈加成，随后环化得到 9-氨基吡啶并[1,2-a]吲哚。该反应通过初始形成推拉烯胺、炔丙基-丙二烯重排和分子内亲核环化进行。硝甲烷和丙二酸酯可用作 CH 酸。所得到的化合物被发现具有荧光性质。
