OXIDATION OF FLAVANONES USING THALLIUM(III) SALTS - A NEW ROUTE FOR THE SYNTHESIS OF FLAVONES AND ISOFLAVONES

被引:37
作者
KHANNA, MS [1 ]
SINGH, OV [1 ]
GARG, CP [1 ]
KAPOOR, RP [1 ]
机构
[1] KURUKSHETRA UNIV,DEPT CHEM,KURUKSHETRA 132119,HARYANA,INDIA
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 19期
关键词
D O I
10.1039/p19920002565
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
When treated with thallium(III) acetate in acetic acid or acetonitrile, flavanones undergo facile dehydrogenation to afford flavones whereas, upon treatment with thallium(III) toluene-p-sulfonate or thallium(III) nitrate in propionitrile or acetonitrile, respectively, they undergo oxidative 2,3-aryl migration to give isoflavones in high yield.
引用
收藏
页码:2565 / 2568
页数:4
相关论文
共 36 条
[31]   OXIDATIVE 1,2-ARYL REARRANGEMENT IN FLAVANONES USING THALLIUM(III) PARA-TOLYL SULFONATE (TTS) - A NEW USEFUL ROUTE TO ISOFLAVONES [J].
SINGH, OV ;
GARG, CP ;
KAPOOR, RP .
TETRAHEDRON LETTERS, 1990, 31 (19) :2747-2750
[32]   DEHYDROGENATION OF FLAVANONES TO FLAVONES USING THALLIUM(III) ACETATE (TTA) [J].
SINGH, OV ;
KAPOOR, RP .
TETRAHEDRON LETTERS, 1990, 31 (10) :1459-1462
[33]   A NEW PREPARATION OF 7-8-BENZOFLAVONE (ALPHA-NAPHTHAFLAVONE) [J].
SMITH, FE .
JOURNAL OF THE CHEMICAL SOCIETY, 1946, (MAY-) :542-542
[34]  
TAYLOR EC, 1970, TETRAHEDRON LETT, P5285
[35]  
UEMURA S, 1981, SYNTHETIC REAGENTS, V5, P165
[36]   OXIDATION OF FLAVANONES WITH THALLIUM(III) NITRATE(TTN) - A CONVENIENT ROUTE TO FLAVONES [J].
VARMA, RS ;
VARMA, M .
SYNTHETIC COMMUNICATIONS, 1982, 12 (12) :927-930