Synthesis of photochromic spirooxazines from 1-amino-2-naphthols

被引:23
作者
Lokshin, V [1 ]
Samat, A [1 ]
Guglielmetti, R [1 ]
机构
[1] UNIV MEDITERRANEE,FAC SCI LUMINY,ERS 158 CNRS,F-13288 MARSEILLE 9,FRANCE
关键词
D O I
10.1016/S0040-4020(97)00640-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A synthetic access to photochromic spirooxazines is developed through the condensation of methylene-substituted azaheterocycles on 1-amino-2-naphthols in presence of an oxidizing agent. Compared to usual preparation of this kind of compounds (via 1-nitroso-2-naphthols), yields are generally good and approaches to Further spiroheterocyclic oxazines are possible. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:9669 / 9678
页数:10
相关论文
共 23 条
[1]  
Bertelson R.C., 1971, Photochromism, VIII, P45
[2]   DDQ-MEDIATED FORMATION OF CARBON-CARBON BONDS - OXIDATION OF IMINES [J].
BORTOLOTTI, B ;
LEARDINI, R ;
NANNI, D ;
ZANARDI, G .
TETRAHEDRON, 1993, 49 (44) :10157-10174
[3]   Kationoid reactivity of aromatic compounds Part II The action of potassium cyanide on 1-nitroso-2-naphthol and 1-benzeneazo-2-naphthol [J].
Bradley, W ;
Robinson, R .
JOURNAL OF THE CHEMICAL SOCIETY, 1934, :1484-1489
[4]  
CHU NYC, 1990, PHOTOCHROMISM MOL SY, pCH10
[5]  
CONANT JB, 1963, ORG SYNTH, V2, P33
[6]  
CRANO JC, 1992, APPLIED PHOTOCHROMIC, pCH2
[7]  
Durr H., 1990, PHOTOCHROMISM MOL SY
[8]   AMIDOMETHYLATION AND BROMINATION OF FISCHERS BASE - PREPARATION OF SOME NEW POLYMETHINE DYES [J].
GALE, DJ ;
LIN, J ;
WILSHIRE, JFK .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1977, 30 (03) :689-694
[9]  
GALE DJ, 1974, J SOC DYERS COLOUR, V90, P97
[10]  
Guglielmetti R. J., 1981, U.S. Patent, Patent No. [4,287,337, 4287337]