An attempt for biaryl coupling reaction of benzyl benzoate derivatives under Ullmann conditions

被引：5

作者：

Abe, H ^{[1
]}

Takeda, S

Takeuchi, Y

Harayama, T

机构：

[1] Okayama Univ, Fac Pharmaceut Sci, Okayama 7008530, Japan

[2] Okayama Univ, Dept Instrumental Anal, Adv Res Ctr, Okayama 7008530, Japan

来源：

HETEROCYCLES | 2003年 / 61卷

关键词：

Ullmann reaction; biaryl-coupling; copper; enzyl benzoate; dimerization;

D O I：

10.3987/COM-03-S13

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The biaryl coupling reaction of benzyl benzoate derivatives (3) and (4) was examined with copper(0) reagent. A dimerized product (9) was mainly obtained whereas the desired intramolecularly coupled product (11) was not detected when 3 was employed as the substrate. On the other hand, the reaction of 4 afforded a small amount of the desired lactone (14) although the main product was the dimerized 12.

引用

页码：521 / +

页数：9

共 27 条

[1] TOTAL SYNTHESIS OF ANTI-LEUKEMIC LIGNAN (+/-)-STEGANACIN
BECKER, D
HUGHES, LR
RAPHAEL, RA
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (14): : 1674 - 1681
[2] A concise approach towards the synthesis of steganone analogues
Bradley, A
Motherwell, WB
Ujjainwalla, F
[J]. CHEMICAL COMMUNICATIONS, 1999, (10) : 917 - 918
[3] BROWN E, 1979, TETRAHEDRON LETT, P733
[4] Cossy J, 1999, EUR J ORG CHEM, V1999, P1925
[5] TOTAL SYNTHESES AND STUDIES OF BIOLOGICALLY-ACTIVE LIGNANES - APPLICATION OF THE ALPHA-HYDROXYALKYLATION OF BETA-BENZYL-GAMMA-BUTYROLACTONES TO THE CREATION OF PHENYLTETRALINE SKELETONS AND BISBENZOCYCLOOCTADIENES .4. TOTAL SYNTHESIS OF (+/-)-STEGANONE AND ITS CONGENERICS AND SYNTHESIS OF (+/-)-STEGNANE
DHAL, R
BROWN, E
ROBIN, JP
[J]. TETRAHEDRON, 1983, 39 (17) : 2787 - 2794
[6] ULLMANN SYNTHESIS OF BIARYLS 1945-1963
FANTA, PE
[J]. CHEMICAL REVIEWS, 1964, 64 (06) : 613 - &
[7] Fuson R. C., 1955, ORG SYNTH, VIII, P339
[8] Aryl-aryl bond formation one century after the discovery of the Ullmann reaction
Hassan, J
Sévignon, M
Gozzi, C
Schulz, E
Lemaire, M
[J]. CHEMICAL REVIEWS, 2002, 102 (05) : 1359 - 1469
[9] HUGHES LR, 1976, TETRAHEDRON LETT, P1543
[10] IKEYA Y, 1979, CHEM PHARM BULL, V27, P1383

← 1 2 3 →