ALKOXYL RADICALS FROM ALCOHOLS .1. THE HYPOIODITE REACTION OF CYCLOPENTANOL - EVIDENCE FOR SEQUENTIAL RATHER THAN COMPETITIVE REACTION PATHWAYS

被引:5
作者
COURTNEIDGE, JL
机构
[1] The Malaysian Rubber Producers' Research Association Brickendonburry, Hertford
关键词
D O I
10.1016/S0040-4039(00)79598-0
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The representative photostimulated hypoiodite reaction of cyclopentanol with mercury(II) oxide and iodine gives products formed by a sequence of iodoaldehyde formation, followed by consumption to give Baeyer-Villiger and hydrolysis products.
引用
收藏
页码:3053 / 3056
页数:4
相关论文
共 25 条
[1]   SILVER-CATALYZED DECOMPOSITION OF HYPOBROMITES [J].
AKHTAR, M ;
HUNT, P ;
DEWHURST, PB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (08) :1807-&
[2]   RADICAL EXCHANGE DURING NITRITE PHOTOLYSIS [J].
AKHTAR, M ;
SAMMES, PG ;
BARTON, DHR .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (16) :3394-&
[3]  
AKHTAR M, 1964, J AM CHEM SOC, V89, P1528
[4]   KINETICS OF THE REVERSIBLE BETA-SCISSION OF THE CYCLOPENTYLOXY RADICAL [J].
BECKWITH, ALJ ;
HAY, BP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (01) :230-234
[5]  
BOGDANOVIC, 1973, TETRAHEDRON LETT, P923
[6]   INTRAMOLECULAR HYDROGEN ABSTRACTION - IODOSOBENZENE DIACETATE, AN EFFICIENT AND CONVENIENT REAGENT FOR ALKOXY RADICAL GENERATION [J].
CONCEPCION, JI ;
FRANCISCO, CG ;
HERNANDEZ, R ;
SALAZAR, JA ;
SUAREZ, E .
TETRAHEDRON LETTERS, 1984, 25 (18) :1953-1956
[7]   NEIGHBORING GROUP PARTICIPATION BY OXYGEN IN THE SOLVOLYSIS OF ACYCLIC GAMMA-ALKOXY SUBSTITUTED PARA-TOLUENESULFONATES [J].
ELIEL, EL ;
CLAWSON, L ;
KNOX, DE .
JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (15) :2707-2711
[8]  
Greenwood NN, 1984, CHEM ELEMENTS
[9]  
HAINES AH, 1985, METHODS OXIDATION OR, pCH2
[10]  
Hassall C. H., 1957, ORG REACTIONS, V9, P73