An efficient large scale synthesis of coumarins by a dealkylative boron-mediated ring closure of 3-(orthomethoxyaryl)propenoic esters.

被引：19

作者：

Dubuffet, T ^{[1
]}

Loutz, A ^{[1
]}

Lavielle, G ^{[1
]}

机构：

[1] Inst Rech Servier, F-78290 Croissy Sur Seine, France

来源：

SYNTHETIC COMMUNICATIONS | 1999年 / 29卷 / 06期

关键词：

D O I：

10.1080/00397919908086054

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Various substituted coumarins 3 were prepared via a dealkylative boron-mediated ring closure of ortho-methoxycinnamates 2.

引用

页码：929 / 936

页数：8

共 22 条

[1]

ABDELMEGEID FME, 1977, EGYPT J CHEM, V20, P453

[2] STRUCTURE-ACTIVITY-RELATIONSHIPS IN PSYCHOTOMIMETIC PHENYLALKYLAMINES [J].

ALDOUS, FAB ;

BARRASS, BC ;

BREWSTER, K ;

BUXTON, DA ;

GREEN, DM ;

PINDER, RM ;

RICH, P ;

SKEELS, M ;

TUTT, KJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1974, 17 (10) :1100-1111

[3] CONVENIENT SYNTHESIS OF 5-SUBSTITUTED-6-METHOXY OR 6-HYDROXY-2,3-DIHYDRO-1,4-BENZODIOXINS VIA LITHIATED INTERMEDIATES [J].

BESSON, T ;

HRETANI, M ;

COUDERT, G ;

GUILLAUMET, G .

TETRAHEDRON, 1993, 49 (07) :1421-1430

[4] REGIOSELECTIVE PREPARATION OF 6-ALLYL-7-HYDROXYCOUMARIN FROM 7-ALLYLOXYCOUMARIN VIA BORON HALIDE CATALYZED ORTHO-CLAISEN REARRANGEMENT OF 4'-ALLYLOXYCOUMARIC ACID-DERIVATIVES [J].

CAIRNS, N ;

HARWOOD, LM ;

ASTLES, DP ;

ORR, A .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1986, (02) :182-183

[5]

Cartwright G, 1997, J CHEM RES SYNOP, V8, P296

[6] The coumarin condensation. [J].

Clayton, Arthur .

JOURNAL OF THE CHEMICAL SOCIETY, 1908, 93 :2016-2022

[7]

DASGUPTA AK, 1969, J CHEM SOC C, P2618

[8] Substitution in vicinal trisubstituted benzene derivatives Part II [J].

Davies, W ;

Rubenstein, L .

JOURNAL OF THE CHEMICAL SOCIETY, 1923, 123 :2839-2852

[9] Synthesis of new 3,4-disubstituted pyrrolidines as thromboxane A(2) prostaglandin H-2 (TP) receptor antagonists [J].

Dubuffet, T ;

Muller, O ;

Simonet, SS ;

Descombes, JJ ;

Laubie, M ;

Verbeuren, TJ ;

Lavielle, G .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1996, 6 (04) :349-352

[10]

DUBUFFET T, 1997, 9 RSC SCI MED CHEM S

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