218-08-6Relevant articles and documents
Homologation of the Fischer Indolization: A Quinoline Synthesis via Homo-Diaza-Cope Rearrangement
De, Chandra Kanta,Gerosa, Gabriela Guillermina,List, Benjamin,Maji, Rajat,Schwengers, Sebastian Armin
supporting information, p. 20485 - 20488 (2020/09/09)
We disclose a new Br?nsted acid promoted quinoline synthesis, proceeding via homo-diaza-Cope rearrangement of N-aryl-N′-cyclopropyl hydrazines. Our strategy can be considered a homologation of Fischer's classical indole synthesis and delivers 6-membered N-heterocycles, including previously inaccessible pyridine derivatives. This approach can also be used as a pyridannulation methodology toward constructing polycyclic polyheteroaromatics. A computational analysis has been employed to probe plausible activation modes and to interrogate the role of the catalyst.
The photochemical cyclodehydrogenation route to polycyclic azaarenes
Hewlins, Michael J. E.,Salter, Rhys
, p. 2164 - 2174 (2008/03/14)
This paper reports an investigation of photochemical cyclodehydrogenation for the preparation of polycyclic azaarenes. Various naphthoquinolines and naphthoisoquinolines were obtained from 2-, 3-, and 4-[2-(1- and 2-naphthyl)vinyl]pyridine. 4-[2-(3-Phenanthryl)vinyl]pyridine gave pyreno[1,10-hij]isoquinoline. An efficient preparation of (2-arylvinyl)pyridines is described. Georg Thieme Verlag Stuttgart.