OXIDATION OF STERICALLY HINDERED PHENOLS BY PERIODIC ACID

被引:19
作者
BECKER, HD [1 ]
GUSTAFSSON, K [1 ]
机构
[1] UNIV GOTHENBURG,S-40220 GOTHENBURG,SWEDEN
关键词
D O I
10.1021/jo01317a026
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Sterically hindered phenols react smoothly with periodic acid in methanol to give, dependent on the nature of the substituent s, diphenoquinones, benzoquinones, or cyclohexadienones as major products. The formation of the various types of quinonoid compounds may be rationalized by a mechanism involving initial electrophilic substitution of the phenol by periodic acid. © 1979, American Chemical Society. All rights reserved.
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页码:428 / 432
页数:5
相关论文
共 26 条
[1]   PERJODATOXYDATION VON PHENOLEN .8. 18O-STUDIEN ZUM MECHANISMUS DER OXYDATIVEN SPALTUNG DER MONOATHER DES BRENZCATECHINS UND DES HYDROCHINONS [J].
ADLER, E ;
FALKEHAG, I ;
SMITH, B .
ACTA CHEMICA SCANDINAVICA, 1962, 16 (03) :529-&
[2]  
ADLER E, 1975, ACTA CHEM SCAND B, V29, P909, DOI 10.3891/acta.chem.scand.29b-0909
[3]   PERIODATE OXIDATION OF PHENOLS .5. 2,4-DIMETHYLPHENOL [J].
ADLER, E ;
JUNGHAHN, L ;
LINDBERG, U ;
BERGGREN, B ;
WESTIN, G .
ACTA CHEMICA SCANDINAVICA, 1960, 14 (06) :1261-1273
[4]   PERJODATOXYDATION VON PHENOLEN .7. 2,6-DIMETHYLPHENOL SOWIE 2,4,6-TRIMETHYLPHENOL UND 2,3,5-TRIMETHYLPHENOL [J].
ADLER, E ;
DAHLEN, J ;
WESTIN, G .
ACTA CHEMICA SCANDINAVICA, 1960, 14 (07) :1580-1596
[5]   PERIODATE OXIDATION OF PHENOLS .9. OXIDATION OF ORTHO (OMEGA-HYDROXYALKYL) PHENOLS [J].
ADLER, E ;
BRASEN, S ;
MIYAKE, H .
ACTA CHEMICA SCANDINAVICA, 1971, 25 (06) :2055-&
[6]   PERIODATE OXIDATION OF PHENOLS .11. DIELS-ALDER REACTIONS OF 2,4-CYCLOHEXADIENONES .1. STRUCTURAL AND STERIC ORIENTATION IN DIMERIZATION OF 2,4-CYCLOHEXADIENONES [J].
ADLER, E ;
HOLMBERG, K .
ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1974, B 28 (04) :465-472
[7]   PERIODATE OXIDATION OF PHENOLS .1. MONOETHERS OF PYROCATECHOL AND HYDROQUINONE [J].
ADLER, E ;
MAGNUSSON, R .
ACTA CHEMICA SCANDINAVICA, 1959, 13 (03) :505-519
[8]   PERIODATE OXIDATION OF PHENOLS .18. OXIDATION OF 2-METHOXYPHENOLS WITH PERIODIC ACID IN METHANOL [J].
ANDERSSON, G ;
BERNTSSON, P .
ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1975, 29 (09) :948-952
[9]  
[Anonymous], 1952, SOIL SCI
[10]  
BECKER HD, 1972, TETRAHEDRON LETT, P4205