Title | Pyrylium Salts via Electrophilic Cyclization: Applications for Novel 3-Arylisoquinoline Syntheses. |
Publication Type | Journal Article |
Year of Publication | 1999 |
Authors | Tovar, JD, Swager, TM |
Journal | Journal of Organic Chemistry |
Volume | 64 |
Pagination | 6499–6504 |
ISSN | 0022-3263 |
Keywords | benzopyrylium salt prepn ammonolysis, carbonyl compd ethynylphenyl cyclization, ethynylphenylcarbonyl compd cyclization, isoquinoline prepn |
Abstract | O-Ethynylphenylcarbonyl compds. undergo cyclization to 2-benzopyrylium salts on treatment with acid. Treatment of these compds. with NH3 gave isoquinolines. 1-Ethoxy-2-benzopyrylium salts were partially hydrolyzed to the hydroxy analogs and 1-dimethylaminoisoquinolines were accompanied by the amino analogs. [on SciFinder(R)] |
DOI | 10.1021/jo990810x |