Gold catalysis:: No steric limitations in the phenol synthesis

被引：91

作者：

Hashmi, A. Stephen K. ^{[1
]}

Salathe, Ralph ^{[1
]}

Frey, Wolfgang ^{[1
]}

机构：

[1] Univ Stuttgart, Inst Organ Chem, D-70569 Stuttgart, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2006年 / 12卷 / 26期

关键词：

cyclization; dihydroisoindoles; gold; homogeneous catalysis; tetrahydroisoquinolines;

D O I：

10.1002/chem.200600533

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Different dihydroisoindol-4-ols and 8-hydroxytetrahydroisoquinolines were prepared by the gold-catalyzed phenol synthesis. The reaction was investigated with several sterically demanding groups in the 5-position of the furan starting material. The influence of the reaction time and the catalyst on the yield was investigated.

引用

页码：6991 / 6996

页数：6

共 35 条

[1]

[Anonymous], 2005, ANGEW CHEM, V117, P7150, DOI DOI 10.1002/ANGE.200502735

[2]

Bischler A., 1893, CHEM BER, V26, P1903

[3]

BRANDSMAN LA, 1971, PREPARTIVE ACETYLENI, P34

[4] Stress-related polyketide metabolism of dioncophyllaceae and ancistrocladaceae [J].

Bringmann, G ;

Feineis, D .

JOURNAL OF EXPERIMENTAL BOTANY, 2001, 52 (363) :2015-2022

[5]

DAR A, 1992, J CHEM SOC DA, V1, P1907

[6] READILY ACCESSIBLE 12-I-5 OXIDANT FOR THE CONVERSION OF PRIMARY AND SECONDARY ALCOHOLS TO ALDEHYDES AND KETONES [J].

DESS, DB ;

MARTIN, JC .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (22) :4155-4156

[7]

Fritsch P., 1893, BER DTSCH CHEM GES, V26, P419, DOI [10.1002/cber.18930260191, DOI 10.1002/CBER.18930260191]

[8]

Hashmi A. S. K., 2005, ANGEW CHEM, V117, P2858

[9]

Hashmi A. S. K., 2004, ANGEW CHEM, V116, P6707, DOI DOI 10.1002/ANGE.200460232

[10] Gold catalysis: On the phenol synthesis [J].

Hashmi, ASK ;

Frost, TM ;

Bats, JW .

ORGANIC LETTERS, 2001, 3 (23) :3769-3771

← 1 2 3 4 →