HETEROANNULATION OF 4-OXO-4H-1-BENZOPYRANS (CHROMONES) VIA THE CONJUGATE ADDITION OF HALOALKANOLS IN THE PRESENCE OF BASE

被引：23

作者：

CREMINS, PJ ^{[1
]}

HAYES, R ^{[1
]}

WALLACE, TW ^{[1
]}

机构：

[1] UNIV SALFORD,DEPT CHEM & APPL CHEM,SALFORD M5 4WT,LANCS,ENGLAND

来源：

TETRAHEDRON | 1991年 / 47卷 / 45期

关键词：

D O I：

10.1016/S0040-4020(01)80889-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Chromones (4-oxo-4H-1-benzopyrans) bearing electron-withdrawing substituents at C-3 react with 2-haloethanols and potassium carbonate in acetone to produce tetrahydrofuro[2,3-b][1]benzopyran-4-ones, the heteroannulation proceeding via the conjugate addition of the haloethanol to the chromone, followed by intramolecular alkylation. Under the conditions of the reaction, the products derived from chromone-3-carbaldehydes undergo in situ deformylation.

引用

页码：9431 / 9438

页数：8

共 25 条

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