Free radical addition reactions of allylic sulfones to alkenes

被引：24

作者：

Harvey, IW ^{[1
]}

Phillips, ED ^{[1
]}

Whitham, GH ^{[1
]}

机构：

[1] UNIV OXFORD,DYSON PERRINS LAB,OXFORD OX1 3QY,ENGLAND

来源：

TETRAHEDRON | 1997年 / 53卷 / 18期

关键词：

D O I：

10.1016/S0040-4020(97)00306-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Intermolecular radical reactions involving format addition of the sulfonyl and allyl fragments of an allylic sulfone across the double bond of an alkene are described. Reactions are most successful when the allylic sulfone has an electron withdrawing group at the 2-position. Only monosubstituted alkenes give useful yields of adducts, though both electron withdrawing and electron donating substituents are effective. (C) 1997 Elsevier Science Ltd.

引用

页码：6493 / 6508

页数：16

共 50 条

[41] ADDITION OF METHANESULFONYL RADICAL TO ALKENES AND ALKENYLSILANES
GOZDZ, AS
MASLAK, P
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1990, 200 : 337 - ORGN
[42] ADDITION OF METHANESULFONYL RADICAL TO ALKENES AND ALKENYLSILANES
GOZDZ, AS
MASLAK, P
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (06): : 2179 - 2189
[43] FREE-RADICAL ADDITION-REACTIONS INITIATED BY METAL-OXIDES .3. RADICAL-ADDITION OF KETONES TO ALKENES INITIATED BY TRANSITION-METAL OXIDES
HAJEK, M
MALEK, J
SYNTHESIS-STUTTGART, 1976, (05): : 315 - 318
[44] FREE-RADICAL ADDITIONS .7. FREE-RADICAL ADDITION OF BROMOMALONONITRILE TO ALKENES - RELATIVE RATE CONSTANTS
RIEMENSCHNEIDER, K
DRECHSELGRAU, E
BOLDT, P
TETRAHEDRON LETTERS, 1979, (02) : 185 - 188
[45] FREE RADICAL ADDITION REACTIONS .1. REACTION OF TRI- DI- + MONO-CHLOROMETHANESULOHONYL CHLORIDES WITH ALKENES
GOLDWHITE, H
HARRIS, C
GIBSON, MS
TETRAHEDRON, 1964, 20 (06) : 1613 - &
[46] SYNTHETIC ASPECTS OF FREE-RADICAL ADDITION .3. INTRAMOLECULAR RADICAL-ADDITION REACTIONS
CADOGAN, JIG
HEY, DH
ONG, SH
JOURNAL OF THE CHEMICAL SOCIETY, 1965, (MAR): : 1932 - &
[47] FREE-RADICAL ADDITION-REACTIONS INITIATED BY METAL-OXIDES .4. RADICAL-ADDITION OF NITRILES TO 1-ALKENES INITIATED BY METAL-OXIDES
HAJEK, M
MALEK, J
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1977, 42 (08) : 2388 - 2393
[48] High 1,2-asymmetric induction in radical reactions:: Radical addition to γ-hydroxy α,β-unsaturated carboxylic esters and sulfones
Ogura, K
Kayano, A
Akazome, M
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1997, 70 (12) : 3091 - 3101
[49] MEERWEIN REACTIONS ON ISOLATED OLEFINIC BONDS - FREE RADICAL ADDITION REACTIONS ON VINYLSILANES
BENKESER, RA
BENNETT, EW
HICKNER, RA
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (23) : 6253 - 6256
[50] Free radical addition reactions: Factors determining the activation energy
2000, RAN (69)

← 1 2 3 4 5 →