HOMOLOGATION OF CARBOXYLIC-ACIDS BY IMPROVED METHODS BASED ON RADICAL CHAIN CHEMISTRY OF ACYL DERIVATIVES OF N-HYDROXY-2-THIOPYRIDONE

被引：30

作者：

BARTON, DHR

CHERN, CY

JASZBERENYI, JC

机构：

[1] Department of Chemistry, Texas A and M University, College Station

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 35期

关键词：

D O I：

10.1016/S0040-4039(00)61176-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of substituted terminal olefins with carbon radicals generated from carboxylic acids gives adducts that can be transformed to one carbon atom longer homo-acids in high overall yield. With 6b yields are very good and the conditions of hydrolysis exceptionally mild.

引用

页码：5013 / 5016

页数：4

共 45 条

[1] Additions to the "synthesis with diazo-methane"
Arndt, F
Eistert, B
Amende, J
[J]. BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1928, 61 : 1949 - 1953
[2] Diazo methane and o-nitro compounds, IIN-oxy-isatin from o-nitro-benzoyl chloride
Arndt, F
Eistert, B
Partale, W
[J]. BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1927, 60 : 1364 - 1370
[3] Syntheses with diazo methane, V: On the reaction of acid chlorides with diazo methane.
Arndt, F
Amende, J
[J]. BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1928, 61 : 1122 - 1124
[4] ARNDT F, 1912, LIEBIGS ANN CHEM, V394, P25
[5] Barton D. H. R., 1990, ALDRICHIM ACTA, V23, P3
[6] NEW AND IMPROVED METHODS FOR THE RADICAL DECARBOXYLATION OF ACIDS
BARTON, DHR
CRICH, D
MOTHERWELL, WB
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (17) : 939 - 941
[7] FORMATION OF CARBON-CARBON BONDS WITH RADICALS DERIVED FROM THE ESTERS OF THIOHYDROXAMIC ACIDS
BARTON, DHR
CRICH, D
KRETZSCHMAR, G
[J]. TETRAHEDRON LETTERS, 1984, 25 (10) : 1055 - 1058
[8] RADICAL NITRILE TRANSFER WITH METHANESULFONYL CYANIDE OR PARA-TOLUENESULFONYL CYANIDE TO CARBON RADICALS GENERATED FROM THE ACYL DERIVATIVES OF N-HYDROXY-2-THIOPYRIDONE
BARTON, DHR
JASZBERENYI, JC
THEODORAKIS, EA
[J]. TETRAHEDRON LETTERS, 1991, 32 (28) : 3321 - 3324
[9] RADICAL-ADDITION TO VINYL SULFONES AND VINYL PHOSPHONIUM SALTS
BARTON, DHR
TOGO, H
ZARD, SZ
[J]. TETRAHEDRON LETTERS, 1985, 26 (51) : 6349 - 6352
[10] A PRACTICAL ALTERNATIVE TO THE HUNSDIECKER REACTION
BARTON, DHR
CRICH, D
MOTHERWELL, WB
[J]. TETRAHEDRON LETTERS, 1983, 24 (45) : 4979 - 4982

← 1 2 3 4 5 →