''Pictet-Spengler-like'' synthesis of tetrahydro-beta-carbolines under hydrolytic conditions. Direct use of azalactones as phenylacetaldehyde equivalents

被引:15
作者
Audia, JE
Droste, JJ
Nissen, JS
Murdoch, GL
Evrard, DA
机构
[1] Lilly Research Laboratories, A Division of Eli Lilly and Company, Indianapolis
关键词
D O I
10.1021/jo9600868
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:7937 / 7939
页数:3
相关论文
共 14 条
[1]   THE CARBOLINES [J].
ABRAMOVITCH, RA ;
SPENSER, ID .
ADVANCES IN HETEROCYCLIC CHEMISTRY, 1964, 3 :79-207
[2]   Potent, selective tetrahydro-beta-carboline antagonists of the serotonin 2B (5HT(2B)) contractile receptor in the rat stomach fundus [J].
Audia, JE ;
Evrard, DA ;
Murdoch, GR ;
Droste, JJ ;
Nissen, JS ;
Schenck, KW ;
Fludzinski, P ;
Lucaites, VL ;
Nelson, DL ;
Cohen, ML .
JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (14) :2773-2780
[3]   IMPROVED SYNTHESIS AND CHARACTERIZATION OF PICTET-SPENGLER ADDUCTS OF PHENYLPYRUVIC ACID AND BIOGENIC-AMINES [J].
HUDLICKY, T ;
KUTCHAN, TM ;
SHEN, G ;
SUTLIFF, VE ;
COSCIA, CJ .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (08) :1738-1741
[4]  
KNABE J, 1973, ARCH PHARM, V306, P500
[5]   AZLACTONES AND PHENYLACETIC ACIDS DERIVED FROM THE 2-NITRO-DERIVATIVES OF VANILLIN, ISOVANILLIN, AND VERATRALDEHYDE [J].
MACDONALD, SF .
JOURNAL OF THE CHEMICAL SOCIETY, 1948, (MAR) :376-378
[6]   On the formation of isochinolin-derivatives through the development of methylial on phenyl-aether, phenyl-alanin and tyrosin. [J].
Pictet, A ;
Spengler, T .
BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1911, 44 :2030-2036
[7]  
PLOCHL E, 1883, BER, V16, P2815
[8]  
SNYDER HR, 1943, ORG SYNTH, V2, P333
[9]  
SUNDBERG RJ, 1970, CHEM INDOLES, P236
[10]  
UNGEMACH F, 1978, HETEROCYCLES, V9, P1089