2-METHYLENE-2H-AZIRINES BY PHOTOLYSIS OF 1-AZIDOALLENES

被引:19
作者
BANERT, K
HAGEDORN, M
机构
[1] Fachbereich of Organische Chemie, Der Universität‐Gesamthochschule, D-5900, Adolf-Reichwein-Strasse
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1990年 / 29卷 / 01期
关键词
D O I
10.1002/anie.199001031
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A participation of the resonance structure 2′ is indicated by the 13C‐NMR data of the 2‐methylene‐2H‐azirines 2, which are accessible by photolysis of the 1‐azidoallenes 1. The parent compound 2, R  H, can also be generated photo‐chemically, and can be detected by a trapping reaction in which one equivalent of hydrogen cyanide is added (R  H, Me, CH2OMe, CH2C1). (Figure Presented.) Copyright © 1990 by VCH Verlagsgesellschaft mbH, Germany
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页码:103 / 105
页数:3
相关论文
共 34 条
[1]   REACTIONS OF UNSATURATED AZIDES .9. 1ST ISOLATION OF ALLENYL AZIDES [J].
BANERT, K ;
HAGEDORN, M .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1989, 28 (12) :1675-1676
[2]   REACTIONS OF UNSATURATED ALKYL AZIDES .1. SYNTHESIS AND REACTIONS OF 4-AZIDO-3-METHYL-1,2-BUTADIENE [J].
BANERT, K .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1985, 24 (03) :216-217
[3]  
Banert K., 1989, ANGEW CHEM, V101, P1710
[4]  
BANERT K, 1985, ANGEW CHEM, V97, P231
[5]   SYNTHESIS OF METHYLENECYCLOPROPENE [J].
BILLUPS, WE ;
LIN, LJ ;
CASSERLY, EW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (12) :3698-3699
[6]   FRAGMENTATION MECHANISMS OF ISOXAZOLE [J].
BOUCHOUX, G ;
HOPPILLIARD, Y .
ORGANIC MASS SPECTROMETRY, 1981, 16 (10) :459-464
[7]   CYCLOPROPENONE [J].
BRESLOW, R ;
RYAN, G .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (12) :3073-&
[8]   SYNTHESIS AND PHOTOCHEMICAL DECOMPOSITION OF SOME SUBSTITUTED 1,2-,1,2,3-, AND 1,2,4-AZAFULVENES [J].
BURGESS, EM ;
SANCHEZ, JP .
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (07) :940-948
[9]   PHOTOCHEMICAL DECOMPOSITION OF TRIPHENYLTRIAZAFULVENES [J].
BURGESS, EM ;
SANCHEZ, JP .
JOURNAL OF ORGANIC CHEMISTRY, 1973, 38 (01) :176-178
[10]   3-CHLORO-1-AZIRINES - PHOTOCHEMICAL FORMATION AND THERMAL ISOMERIZATION [J].
CIABATTO.J ;
CABELL, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1971, 93 (06) :1482-&