SUBSTITUENT EFFECTS ON THE RING-CHAIN TAUTOMERISM OF 1,3-OXAZINES

被引：23

作者：

FULOP, F

LAZAR, L

BERNATH, G

SILLANPAA, R

PIHLAJA, K

机构：

[1] UNIV TURKU,DEPT CHEM,SF-20500 TURKU,FINLAND

[2] ALBERT SZENT GYORGYI MED UNIV,INST PHARMACEUT CHEM,H-6701 SZEGED,HUNGARY

来源：

TETRAHEDRON | 1993年 / 49卷 / 10期

基金：

芬兰科学院;

关键词：

D O I：

10.1016/S0040-4020(01)86311-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The arly substituents at positions 4 and 6 do not exert observable electronic effects on the ring-chain tautomeric ratios of 2,4- or 2 6-diarylsubstituted-tetrahydro-1,3-oxazines. On the other hand, the electronic effect of the 2-aryl substituent is marked in all eight series studied, the equilibria can be described by the equation log K = rho sigma+ + log K0, where sigma+ is the Hammett-Brown constant of the 2-aryl substituents, and rho is a constant characteristic of the ring system (= 0.75 +/- 0.05).

引用

页码：2115 / 2122

页数：8

共 28 条

[1]

ALBEROLA A, 1990, SYNTHESIS-STUTTGART, P153

[2]

ALBEROLA A, 1990, SYNLETT, P763

[3] HIGHLY STEREOSELECTIVE SYNTHESES INVOLVING N-ALKYL-4,4,7-ALPHA-TRIMETHYL-TRANS-OCTAHYDRO-1,3-BENZOXAZINE INTERMEDIATES .2. [J].