Sugasawa, Shigehiko et al. published their research in Yakugaku Zasshi in 1942 | CAS: 394-67-2

4-Fluoroisoquinoline (cas: 394-67-2) belongs to isoquinoline derivatives. The isoquinoline structure occurs in a considerable number of alkaloids in widely separated plant families. Most traditional methods of generating isoquinoline do so via oxidative aromatization of dihydro- or tetrahydro-isoquinolines, usually offering some environmental or economic advantage.HPLC of Formula: 394-67-2

Syntheses of nitrogen-containing heterocyclic compounds. XXVII. Isoquinoline, cyclization by the Bischler-Napieralski method was written by Sugasawa, Shigehiko;Shigehara, Hajime. And the article was included in Yakugaku Zasshi in 1942.HPLC of Formula: 394-67-2 This article mentions the following:

3,4-(MeO)2C6H3(CH2)2NH2, 3,4-(MeO)2C6H3(CH2)3NH2, and 3,4-(MeO)2C6H3CH(OH)(CH2)2NH2 are acylated with BzOH, veratric acid, 2,3,4-(MeO)3C6H2CO2H, etc., and the amides are heated in toluene with POCl3 to effect ring closure to 1-substituted 3,4-dihydroisoquinolines. These are converted to methine bases by the Hofmann decomposition The neutral substances are obtained by the Emde decomposition and oxidized to benzophenonecarboxylic acid derivatives which are the same as products formed by the Friedel-Crafts condensation of m-hemipic anhydride and C6H6, veratrole, or pyrogallol tri-Me ether. This indicates that the isoquinoline ring closure always occurs at the para-position with reference to a MeO group at the 3-position of the acid amide and not at the ortho-position as stated by Pfeiffer, et al. (C.A. 34, 2383.3). In the experiment, the researchers used many compounds, for example, 4-Fluoroisoquinoline (cas: 394-67-2HPLC of Formula: 394-67-2).

4-Fluoroisoquinoline (cas: 394-67-2) belongs to isoquinoline derivatives. The isoquinoline structure occurs in a considerable number of alkaloids in widely separated plant families. Most traditional methods of generating isoquinoline do so via oxidative aromatization of dihydro- or tetrahydro-isoquinolines, usually offering some environmental or economic advantage.HPLC of Formula: 394-67-2

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem