A concise synthesis of tetrahydroisoquinoline-1-carboxylic acids using a Petasis reaction and Pomeranz-Fritsch-Bobbitt cyclization sequence

被引：18

作者：

Chrzanowska, Maria ^{[1
]}

Grajewska, Agnieszka ^{[1
]}

Meissner, Zofia ^{[1
]}

Rozwadowska, Maria ^{[1
]}

Wiatrowska, Iwona ^{[1
]}

机构：

[1] Adam Mickiewicz Univ, Fac Chem, PL-60780 Poznan, Poland

来源：

TETRAHEDRON | 2012年 / 68卷 / 14期

关键词：

Tetrahydroisoquinoline-1-carboxylic acids; Petasis reaction; Pomeranz-Fritsch-Bobbitt cyclization; MANNICH REACTION; 1,2,3,4-TETRAHYDROISOQUINOLINE-1-CARBOXYLIC ACID; ASYMMETRIC-SYNTHESIS; CONDENSATION REACTION; ORGANOBORONIC ACIDS; AROMATIC-AMINES; PHASE SYNTHESIS; BORONIC ACIDS; DERIVATIVES; ALDEHYDES;

D O I：

10.1016/j.tet.2012.02.005

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A sequence of two reactions: the Petasis reaction, in which an aminoacetaldehyde acetal was used as the amine component, followed by Pomeranz-Fritsch-Bobbitt cyclization, has been shown to be a convenient and simple method for the synthesis of tetrahydroisoquinoline-1-carboxylic acids. Using this method several acids have been prepared in good to excellent yields and characterized as hydrochloride salts. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：3092 / 3097

页数：6

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