Preparation of hexahydrobenzo[f]isoquinolines using a vinylogous pictet-spengler cyclization.
A vinylogous Pictet-Spengler cyclization has been carried out using activated aldehydes, ketones, and alkynes to prepare a variety of substituted hexahydrobenzo[f]isoquinolines. A unique set of conditions was utilized to effect efficient cyclization with acid-sensitive electrophiles.
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Department of Chemistry, University of Illinois at Urbana-Champaign, Urbana, Illinois 61801, USA.
Katzenellenbogen
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D000447:Aldehydes; D000480:Alkynes; D003500:Cyclization; D007202:Indicators and Reagents; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000737:chemistry; D007659:Ketones; D019275:Radiopharmaceuticals / Q000138:chemical synthesis* / Q000737:chemistry
D000447:Aldehydes; D000480:Alkynes; D007202:Indicators and Reagents; D007546:Isoquinolines; D007659:Ketones; D019275:Radiopharmaceuticals