REARRANGEMENT OF EXO-1,4/2,3-DIEPOXY-1,2,3,4-TETRAHYDRONAPHTHALENE - FORMATION OF A NOVEL ISOCHROMENE VIA GROB FRAGMENTATION

被引：0

作者：

FRENCH, LG

CHARLTON, TP

机构：

来源：

HETEROCYCLES | 1993年 / 35卷 / 01期

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D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The suitability of various acid catalysts for effecting the ring contracting rearrangement of an epoxidized benzyne/furan cycloadduct (1b) to alpha-formyl-2-indanone (7) was investigated. Nafion-H was demonstrated to be an effective catalyst for this transformation. Competing rearrangement pathways were evident under catalysis by acidic alumina and led to the formation of the novel 1H-2-benzopyran-1-carboxaldehyde (9) in addition to the expected product.

引用

页码：305 / 313

页数：9

共 30 条

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[2] Rearrangement of unsaturated cyclic peroxides obtained by photooxygenation of 2,3-dimethylene-7-oxabenzonorbornene and 2,3-dimethylene-1,4-etheno-1,2,3,4-tetrahydronaphthalene
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[3] A CONCISE SYNTHESIS OF THE 2,3-DIMETHYLENE-1,4-METHANO-1,2,3,4-TETRAHYDRONAPHTHALENE AND ITS REACTION WITH SINGLET OXYGEN
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[9] ATTEMPTS TO DEVELOP NOVEL DOPAMINE AGONISTS - 1-AMINOMETHYL-6,7-DIHYDROXY-1,2,3,4-TETRAHYDRONAPHTHALENE AND 1-AMINOMETHYL-5,6-DIHYDROXY-2,3-DIHYDROINDENE
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