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.
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页码:1 / 29
页数:29
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共 133 条
[51]  
HOGEVEEN H, 1966, RECL TRAV CHIM PAY-B, V85, P489
[52]   MICROWAVE SPECTRUM, GROUND STATE STRUCTURE, AND DIPOLE MOMENT OF THIOFORMALDEHYDE [J].
JOHNSON, DR ;
POWELL, FX ;
KIRCHHOFF, WH .
JOURNAL OF MOLECULAR SPECTROSCOPY, 1971, 39 (01) :136-+
[53]   GENERATION OF THIONITROSO COMPOUNDS BY BENZISOTHIAZOLE RING-OPENING [J].
JOUCLA, MF ;
REES, CW .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (06) :374-375
[54]   DETECTION OF APPROXIMATELY-A3A2 (N,PI-STAR) SELENOFORMALDEHYDE BY FLASH PYROLYSIS [J].
JUDGE, RH ;
MOULE, DC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (19) :5406-5407
[55]   GENERATION OF THIOALDEHYDES FROM SODIUM THIOSULFATE S-ESTERS (BUNTE SALTS) [J].
KIRBY, GW ;
LOCHEAD, AW ;
SHELDRAKE, GN .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (14) :922-923
[56]   REACTIVE SELENOALDEHYDES FORMED FROM SELENENYL DERIVATIVES BY 1,2-ELIMINATION AND TRAPPED INSITU AS CYCLOADDUCTS WITH CONJUGATED DIENES [J].
KIRBY, GW ;
TRETHEWEY, AN .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (07) :1913-1922
[57]  
KLINGER H, 1876, CHEM BER, V9, P1893
[58]  
Kobayashi K., 1986, SULPHUR CHEM, V7
[59]   SELENOALDEHYDES - PREPARATION AND DIENOPHILIC REACTIVITY [J].
KRAFFT, GA ;
MEINKE, PT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (06) :1314-1315
[60]   GENERATION OF THIOALDEHYDES VIA FLUORIDE INDUCED ELIMINATION OF ALPHA-SILYLDISULFIDES [J].
KRAFFT, GA ;
MEINKE, PT .
TETRAHEDRON LETTERS, 1985, 26 (16) :1947-1950