SYNTHESIS AND REACTIVITY OF SOME 4-BROMO- 2H-CHROMENES AND 2H-THIOCHROMENES

被引：32

作者：

GABBUTT, CD ^{[1
]}

HARTLEY, DJ ^{[1
]}

HEPWORTH, JD ^{[1
]}

HERON, BM ^{[1
]}

KANJIA, M ^{[1
]}

RAHMAN, MM ^{[1
]}

机构：

[1] UNIV CENT LANCASHIRE,DEPT CHEM,PRESTON PR1 2HE,LANCS,ENGLAND

来源：

TETRAHEDRON | 1994年 / 50卷 / 08期

关键词：

D O I：

10.1016/S0040-4020(01)86967-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A facile synthesis of 4-bromo- 2H-chromenes and 2H-thiochromenes and of 1-bromo-3,4-dihydronaphthalene from the corresponding ketones and PBr3 is described. In some instances, significant quantities of the phosphonic acids (3) are isolated. Conversion of the bromo compounds to the lithio derivatives provides access to a wide range of novel 4-substituted 2H-chromenes and 2H-thiochromenes.

引用

页码：2507 / 2522

页数：16

共 40 条

[1] ANPOLITANO E, 1986, SYNTHESIS-STUTTGART, P122
[2] THERMAL-BEHAVIOR OF ARYL GAMMA-HALOPROPARGYL ETHERS
ARIAMALA, G
BALASUBRAMANIAN, KK
[J]. TETRAHEDRON, 1989, 45 (01) : 309 - 318
[3] ARONE A, 1967, TETRAHEDRON LETT, V43, P4201
[4] BELLAMY LJ, 1975, INFRARED SPECTRA COM, V1, P347
[5] Bertelson R.C., 1971, PHOTOCHROMISM, P49
[6] PHOSPHONATES AND PHOSPHINE OXIDES AS REAGENTS IN A ONE-POT SYNTHESIS OF COUMARINS
BOUYSSOU, P
CHENAULT, J
[J]. TETRAHEDRON LETTERS, 1991, 32 (39) : 5341 - 5344
[7] BOWERS WS, 1977, PONTIFICAE ACADEMIAE, V41, P129
[8] BROGDEN PJ, 1984, COMPREHENSIVE HETERO, V3, P603
[9] BROGDEN PJ, 1984, COMPREHENSIVE HETERO, V3, P585
[10] STUDIES OF CHROMENES .5. REACTION OF THE VILSMEIER REAGENT WITH 7-METHOXY-2,2-DIMETHYLCHROMAN-4-ONES - 4-CHLORO-7-METHOXY-2,2-DIMETHYL-2H-CHROMENES AND THEIR NITRATION PRODUCTS
BROWN, PE
MARCUS, WY
ANASTASIS, P
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (06): : 1127 - 1136

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