HETEROCYCLIC SYNTHESIS USING NEW HETERODIENOPHILES

被引:15
作者
BRYCE, MR [1 ]
BECHER, J [1 ]
FALTHANSEN, B [1 ]
机构
[1] ODENSE UNIV,DEPT CHEM,DK-5230 ODENSE,DENMARK
关键词
D O I
10.1016/S0065-2725(08)60220-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This chapter explains that heterodienophiles represent a very important class of compounds that are enjoying considerable use in organic chemistry, especially for the formation of heterocycles via cycloaddition reactions. This chapter focuses on the systems of the general formula RX=Y. Most of these systems are transient intermediates that cannot be isolated. It is only in the last few years that the chemistry of these systems has been explored in a systematic way. Within this series of compounds, thioaldehydes and RCH=S are by far the most widely used in synthesis. The chapter also explores that the preparative routes to selenoaldehydes and telluroaldehydes have invariably been developed on the analogous thio systems. It reviews that the wide range of thionitroso compounds, RN=S, are now firmly established as reactive intermediates. © 1992, Elsevier Science Publishers B.V.
引用
收藏
页码:1 / 29
页数:29
相关论文
共 133 条
[1]   CHEMICAL EXPLORATION OF C8H8S ENERGY SURFACE UNDER CONDITIONS OF MILD THERMAL ACTIVATION - BOND RELOCATIONS AND CYCLOADDITIONS [J].
ANASTASSIOU, AG ;
WETZEL, JC ;
CHAO, B .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (20) :6405-6406
[2]   OLEFIN SYNTHESIS BY 2-FOLD EXTRUSION PROCESSES .3. SYNTHESIS AND PROPERTIES OF HINDERED SELENOKETONES (SELONES) [J].
BACK, TG ;
BARTON, DHR ;
BRITTENKELLY, MR ;
GUZIEC, FS .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (19) :2079-2089
[3]   SYNTHESIS AND PROPERTIES OF MONOMERIC SELENOKETONES [J].
BACK, TG ;
BARTON, DHR ;
BRITTENKELLY, MR ;
GUZIEC, FS .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1975, (13) :539-539
[4]   THE GENERATION AND TRAPPING OF THIOBENZALDEHYDE AND THIOACETALDEHYDE [J].
BALDWIN, JE ;
LOPEZ, RCG .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1982, (18) :1029-1030
[5]   ADDITION-REACTIONS OF SOME SIMPLE THIOALDEHYDES [J].
BALDWIN, JE ;
LOPEZ, RCG .
TETRAHEDRON, 1983, 39 (09) :1487-1498
[6]  
BAUMANN E, 1891, CHEM BER, V24, P1431
[7]   GENERATION OF ETHYL THIOXOACETATE, A DIENOPHILIC THIOALDEHYDE [J].
BLADON, CM ;
FERGUSON, IEG ;
KIRBY, GW ;
LOCHEAD, AW ;
MCDOUGALL, DC .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (08) :423-425
[8]   ETHYL AND METHYL THIOXOACETATES, DIENOPHILIC THIOALDEHYDES FORMED FROM SULFENYL CHLORIDES BY 1,2-ELIMINATION [J].
BLADON, CM ;
FERGUSON, IEG ;
KIRBY, GW ;
LOCHEAD, AW ;
MCDOUGALL, DC .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (07) :1541-1545
[9]   ANTITHROMBOTIC ORGANOSULFUR COMPOUNDS FROM GARLIC - STRUCTURAL, MECHANISTIC, AND SYNTHETIC STUDIES [J].
BLOCK, E ;
AHMAD, S ;
CATALFAMO, JL ;
JAIN, MK ;
APITZCASTRO, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (22) :7045-7055