Expedient entry to the piperazinohydroisoquinoline ring system using a sequential Ugi/Pictet–Spengler/reductive methylation reaction protocol

Literature Information

Publication Date 2011-09-01
DOI 10.1039/C1CC10759C
Impact Factor 6.222
Authors

Ma.-Angeles Cano-Herrera, Luis D. Miranda


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Abstract

An expedient entry to the piperazinohydroisoquinoline ring system present in the tetrahydroisoquinoline antitumor alkaloids family is described. The synthetic sequence involves: a sequential Ugi reaction followed by an N-Boc-deprotection process and iminium formation with a spontaneous Pictet–Spengler cyclization and reductive N-methylation, with all these processes performed in a two-operation protocol in the same reaction flask.

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