A practical parallel synthesis of 2-substituted indolizines

被引:35
作者
Chai, WY [1 ]
Kwok, A [1 ]
Wong, V [1 ]
Carruthers, NI [1 ]
Wu, JJ [1 ]
机构
[1] Johnson & Johnson Pharmaceut Res & Dev LLC, San Diego, CA 92121 USA
关键词
indolizine; Tschitschibabin indolizine synthesis; parallel synthesis; indolizidine; hydrogenation;
D O I
10.1055/s-2003-42042
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A practical parallel synthesis of 2-substituted indolizines 4 via phase-separation techniques is reported. Their further transformation into indolizidines 5 is also described.
引用
收藏
页码:2086 / 2088
页数:3
相关论文
共 12 条
[1]   N-METHYLPIPERIDINE N-OXIDE AS A SOURCE OF NONSTABILIZED YLIDE - A NEW AND EFFICIENT ROUTE TO OCTAHYDROINDOLIZINE DERIVATIVES [J].
CHASTANET, J ;
ROUSSI, G .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (16) :2910-2914
[2]   SPECTROSCOPIC INVESTIGATION OF SWAINSONINE - ALPHA-MANNOSIDASE INHIBITOR ISOLATED FROM SWAINSONA-CANESCENS [J].
COLEGATE, SM ;
DORLING, PR ;
HUXTABLE, CR .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1979, 32 (10) :2257-2264
[3]   FORMATION OF CYCL[3.2.2]AZINE DERIVATIVES VIA REACTION OF PYRROCOLINE WITH DIMETHYL ACETYLENEDICARBOXYLATE [J].
GALBRAITH, A ;
BARNES, RA ;
SMALL, T ;
BOEKELHEIDE, V .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1961, 83 (02) :453-&
[4]   Combinatorial synthesis of indolizines on solid support [J].
Goff, DA .
TETRAHEDRON LETTERS, 1999, 40 (50) :8741-8745
[5]   Chichibabin indolizine synthesis revisited: Synthesis of indolizinones by solvolysis of 4-alkoxycarbonyl-3-oxotetrahydroquinolizinium ylides [J].
Kostik, EI ;
Abiko, A ;
Oku, A .
JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (08) :2618-2623
[6]   NITRO-SUBSTITUTED PARA-SUBSTITUTED AND META-SUBSTITUTED 2-PHENYLINDOLIZINES AS POTENTIAL ANTIMICROBIAL AGENTS [J].
LINS, CLK ;
BLOCK, JH ;
DOERGE, RF .
JOURNAL OF PHARMACEUTICAL SCIENCES, 1982, 71 (05) :556-561
[7]   SYNTHESIS OF INSECT TRAIL PHEROMONES - ISOMERIC 3-BUTYL-5-METHYLOCTAHYDROINDOLIZINES [J].
SONNET, PE ;
OLIVER, JE .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1975, 12 (02) :289-294
[8]  
Swinbourne F. J., 1979, ADV HETEROCYCL CHEM, V23, P103
[9]   Tautomer in pyridine sequences [J].
Tschitschibabin, AE .
BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1927, 60 :1607-1617
[10]  
UCHIDA T, 1976, SYNTHESIS-STUTTGART, P209