Solid-Phase and Solution-Phase Parallel Synthesis of Tetrahydro-isoquinolines via Pictet-Spengler Reaction

Title: Solid-Phase and Solution-Phase Parallel Synthesis of Tetrahydro-isoquinolines via Pictet-Spengler Reaction

Volume: 5 Issue: 1

Author(s): Qun Sun and Donald J. Kyle

Affiliation:

Keywords: Tetrahydro-isoquinolines, Pictet-Spengler Reaction, bischler-napieralski reaction

Abstract: An efficient parallel synthesis of 6,7-dimethoxytetrahydroisoquinolines is reported. The key reaction step is 3,4-dimethoxyphenethylimines reacting with acid chlorides to form an N-acyliminium ion intermediate, which undergoes Pictet-Spengler condensation to give the desired products in > 80 yield. Both solution-phase and solid-phase synthesis of 6,7-dimethoxytetrahydroisoquinolines are described.

Cite this article as:

Sun Qun and Kyle J. Donald, Solid-Phase and Solution-Phase Parallel Synthesis of Tetrahydro-isoquinolines via Pictet-Spengler Reaction, Combinatorial Chemistry & High Throughput Screening 2002; 5 (1) . https://dx.doi.org/10.2174/1386207023330624

DOI https://dx.doi.org/10.2174/1386207023330624	Print ISSN 1386-2073
Publisher Name Bentham Science Publisher	Online ISSN 1875-5402