REACTIONS OF AZIDES WITH ALPHA-ESTER PHOSPHORUS YLIDS

被引:25
作者
LABBE, G
YKMAN, P
SMETS, G
机构
[1] Laboratory of Macromolecular Chemistry, University of Louvain
关键词
D O I
10.1016/S0040-4020(01)83042-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reactions of α-ester phosphorus ylids with several azides are described together with a kinetic investigation. The two reaction courses, leading either to diazo compounds or to vic-triazoles, are interpreted as proceeding by an addition elimination sequence. The low values of the entropies of activation provide evidence for a concerted addition in the first step of the reaction. © 1969.
引用
收藏
页码:5421 / &
相关论文
共 17 条
[1]   REACTION OF PICRYL AZIDE WITH OLEFINS [J].
BAILEY, AS ;
WHITE, JE .
JOURNAL OF THE CHEMICAL SOCIETY B-PHYSICAL ORGANIC, 1966, (09) :819-&
[2]   VERSUCHE IM ENAMINGEBIET, .7. REAKTIONEN VON ARYLSULFONYLAZIDEN MIT ENAMINEN AUS KETOMETHYLENVERBINDUNGEN [J].
FUSCO, R ;
BIANCHETTI, G ;
UGO, R ;
POCAR, D .
CHEMISCHE BERICHTE-RECUEIL, 1963, 96 (03) :802-&
[4]   1.3-DIPOLARE CYCLOADDITIONEN .32. KINETIK DER ADDITIONEN ORGANISCHER AZIDE AN CC-MEHRFACHBINDUNGEN [J].
HUISGEN, R ;
SZEIMIES, G ;
MOBIUS, L .
CHEMISCHE BERICHTE-RECUEIL, 1967, 100 (08) :2494-&
[5]   SYNTHESEN IN DER CAROTINOID-REIHE .10. MITTEILUNG - ANWENDUNG DER WITTIG-REAKTION ZUR SYNTHESE VON ESTERN DES BIXINS UND CROCETINS [J].
ISLER, O ;
GUTMANN, H ;
MONTAVON, M ;
RUEGG, R ;
RYSER, G ;
ZELLER, P .
HELVETICA CHIMICA ACTA, 1957, 40 (05) :1242-&
[6]  
JOHNSON AW, 1966, YLID CHEMISTRY, P132
[7]  
KUCERA J, 1966, TETRAHEDRON LETT, P1109
[8]   DECOMPOSITION AND ADDITION REACTIONS OF ORGANIC AZIDES [J].
LABBE, G .
CHEMICAL REVIEWS, 1969, 69 (03) :345-&
[9]  
LABBE G, 1969, TETRAHEDRON LETT, P63
[10]  
LABBE G, 1969, B SOC CHIM BELG, V78, P147