ALKOXYL RADICALS FROM ALCOHOLS SPECTROSCOPIC DETECTION OF INTERMEDIATE ALKYL AND ACYL HYPOIODITES IN THE SUAREZ AND BEEBE REACTIONS

被引：95

作者：

COURTNEIDGE, JL ^{[1
]}

LUSZTYK, J ^{[1
]}

PAGE, D ^{[1
]}

机构：

[1] NATL RES COUNCIL CANADA,STEACIE INST MOLEC SCI,OTTAWA K1A 0R6,ON,CANADA

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 07期

关键词：

D O I：

10.1016/S0040-4039(00)79950-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Acetyl hypoiodite and a number of alkyl hypoiodites have been characterized as intermediates in the conversion of alcohols into alkoxyl radicals under Suarez (photostimulated iodosobenzenediactetate/iodine reagent) and Beebe (photolysed acetyl hypoiodite/alcohol) conditions.

引用

页码：1003 / 1006

页数：4

共 25 条

[1] REACTIONS AT POSITION 19 IN STEROID NUCLEUS . CONVENIENT SYNTHESIS OF 19-NORSTEROIDS [J].

AKHTAR, M ;

BARTON, DHR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (08) :1528-&

[2] REACTIONS OF DICHLORINE HEPTOXIDE AND OF HYPOHALITES WITH ALKYL IODIDES [J].

BAUM, K ;

BEARD, CD .

JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (17) :2536-2537

[3] 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

[4] OXIDATION OF ALCOHOLS WITH ACETYL HYPOIODITE [J].

BEEBE, TR ;

BARNES, BA ;

BENDER, KA ;

HALBERT, AD ;

MILLER, RD ;

RAMSAY, ML ;

RIDENOUR, MW .

JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (13) :1992-1994

[5] IODOSOBENZENE DIACETATE, AN EFFICIENT REAGENT FOR THE OXIDATIVE DECARBOXYLATION OF CARBOXYLIC-ACIDS [J].

CONCEPCION, JI ;

FRANCISCO, CG ;

FREIRE, R ;

HERNANDEZ, R ;

SALAZAR, JA ;

SUAREZ, E .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (03) :402-404

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

COURTNEIDGE, JL .

TETRAHEDRON LETTERS, 1992, 33 (21) :3053-3056

[8] A CONVENIENT SYNTHESIS OF ALKYL HALIDES FROM CARBOXYLIC ACIDS [J].

CRISTOL, SJ ;

FIRTH, WC .

JOURNAL OF ORGANIC CHEMISTRY, 1961, 26 (01) :280-&

[9]

DEARMAS P, 1992, ANGEW CHEM INT EDIT, V31, P772, DOI 10.1002/anie.199207721

[10] 1-ALKENYLCYCLOALKOXY RADICAL CHEMISTRY - A 2-CARBON RING EXPANSION METHODOLOGY [J].

GALATSIS, P ;

MILLAN, SD ;

FABER, T .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (05) :1215-1220

← 1 2 3 →