Synthesis of tetrahydroisoquinolines and isochromans via Pictet-Spengler reactions catalyzed by Bronsted acid-surfactant-combined catalyst in aqueous media

被引：41

作者：

Saito, Akio ^{[1
]}

Takayama, Masaki ^{[1
]}

Yamazaki, Aru ^{[1
]}

Numaguchi, Junko ^{[1
]}

Hanzawa, Yuji ^{[1
]}

机构：

[1] Showa Pharmaceut Univ, Lab Organ React Chem, Machida, Tokyo 1948543, Japan

来源：

TETRAHEDRON | 2007年 / 63卷 / 19期

关键词：

surfactant; bronsted acid; Pictet-Spengler reaction; isoquinoline; isochroman;

D O I：

10.1016/j.tet.2007.02.123

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Perfluorooctanesulfonic acid (PFOSA), Bronsted acid-surfactant-combined catalyst, efficiently catalyzes the Pictet-Spengler reactions of beta-arylethyl carbamate derivatives with aldehydes in water. The present reaction is accelerated by the addition of 1, 1, 1,3,3,3-hexafluoro-2-propanol (HFIP). PFOSA in HFIP-water (10 v/v%) is also successfully applied to the oxa-Pictet-Spengler reactions of beta-arylethyl alcohol compounds. (C) 2007 Elsevier Ltd. All rights reserved.

引用

页码：4039 / 4047

页数：9

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