Regioselectivity of Pictet-Spengler cyclization: synthesis of halotetrahydroisoquinolines

Authors
Cho, SD Song, SY Hur, EJ Chen, M Joo, WH Falck, JR Yoon, YJ Shin, DS
Citation
Sd. Cho et al., Regioselectivity of Pictet-Spengler cyclization: synthesis of halotetrahydroisoquinolines, TETRAHEDR L, 42(36), 2001, pp. 6251-6253
Citations number
16
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
42
Issue
36
Year of publication
2001
Pages
6251 - 6253
Database
ISI
SICI code
0040-4039(20010903)42:36<6251:ROPCSO>2.0.ZU;2-R
Abstract
The regioselectivity of the Pictet-Spengler cyclization for the synthesis o f isoquinolines depends on the aryl substituent at C-2. The ratio of halote trahydroisoquinoline 4 to isoquinoline 3 increases with increasing electrop hilicity of the aromatic ring (H much less than I < Br < Cl). (C) 2001 Else vier Science Ltd. All rights reserved.