DIAZO-COMPOUNDS .71. [4+2]-CYCLOADDITIONS OF PHOSPHINODIAZOALKANES - SYNTHESIS OF 1,2,4-LAMBDA-5-DIAZAPHOSPHININES

被引:28
作者
FACKLAM, T [1 ]
WAGNER, O [1 ]
HEYDT, H [1 ]
REGITZ, M [1 ]
机构
[1] UNIV KAISERSLAUTERN,FACHBEREICH CHEM,ERWIN SCHRODINGER STR,W-6750 KAISERSLAUTERN,GERMANY
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1990年 / 29卷 / 03期
关键词
D O I
10.1002/anie.199003141
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Diazoalkanes become partners for [4 + 2]‐cycloadditions through a phosphinosubstituent on the diazo carbon. This is illustrated by the reactions of 1, R  OMe, Ph, with 2, R′  OMe, Ph, leading to the diaza‐λ5‐phosphinines 3. In contrast, the diazo compounds 1 react with tBuCP in a “normal” [3 + 2]‐cycloaddition. (Figure Presented.) Copyright © 1990 by VCH Verlagsgesellschaft mbH, Germany
引用
收藏
页码:314 / 314
页数:1
相关论文
共 13 条
[1]   SYNTHESIS OF THE 1ST ALPHA-DIAZO PHOSPHINES - PHOSPHORUS CARBON MULTIPLE-BOND CHARACTER OF PHOSPHINOCARBENES [J].
BACEIREDO, A ;
BERTRAND, G ;
SICARD, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (16) :4781-4783
[2]   ACYLIDENPHOSPHINES AND ALKYLIDENEPHOSPHINES .15. 2,2-DIMETHYLPROPYLIDYNEPHOSPHINE, A STABLE COMPOUND WITH A PHOSPHORUS ATOM OF COORDINATION NUMBER-1 [J].
BECKER, G ;
GRESSER, G ;
UHL, W .
ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 1981, 36 (01) :16-19
[3]  
DEBAERDEMAEKER T, 1979, CRYST STRUCT COMMUN, V8, P309
[4]  
HEYDT H, 1984, 1 3 DIPOLAR CYCLOADD, V1, P393
[5]  
KALINOWSKI H, 1984, 13C NMR SPEKTROSKOPI, P199
[6]   UNUSUAL OXYGEN SHIFT DURING DIMERIZATION OF LAMBDA(5)-SIGMA(3)-PHOSPHAALKYNES [J].
KELLER, H ;
MAAS, G ;
REGITZ, M .
TETRAHEDRON LETTERS, 1986, 27 (17) :1903-1906
[7]   SYNTHESES WITH CYCLOBUTADIENES .17. BOAT-LIKE DEFORMED ARENES - THE CRYSTAL AND MOLECULAR-STRUCTURE OF VIC-TRI-TERT-BUTYL-SUBSTITUTED BENZENE, PYRIDINE, AND PHOSPHININE SYSTEMS [J].
MAAS, G ;
FINK, J ;
WINGERT, H ;
BLATTER, K ;
REGITZ, M .
CHEMISCHE BERICHTE-RECUEIL, 1987, 120 (05) :819-824
[8]   PHOSPHORUS-COMPOUNDS WITH UNUSUAL COORDINATION .30. PHOSPHAALKYNES SYNTHESES, REACTIONS, COORDINATION BEHAVIOR [J].
REGITZ, M ;
BINGER, P .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (11) :1484-1508
[9]  
Regitz M., 1988, ANGEW CHEM, V100, P1541
[10]  
REGITZ M, 1986, DIAZO COMPOUNDS PROP, P436