GENERAL SYNTHESIS OF 2H-BENZO[B]PYRANS (CHROM-3-ENES) FROM METAL PHENOXIDES AND ALPHA,BETA-UNSATURATED CARBONYL-COMPOUNDS

被引：97

作者：

SARTORI, G ^{[1
]}

CASIRAGHI, G ^{[1
]}

BOLZONI, L ^{[1
]}

CASNATI, G ^{[1
]}

机构：

[1] UNIV PARMA,IST CHIM ORGAN,I-43100 PARMA,ITALY

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 05期

关键词：

D O I：

10.1021/jo01319a030

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Various substituted 2H-benzo[b]pyrans (chrom-3-enes) have been prepared by reaction of suitable metal phenoxides and α, β-unsaturated aldehydes and ketones. High regiochemical control in the chromenylation (selectivity >90%) was found using titanium(IV) or magnesium phenolates in toluene. Tin (IV) and aluminum phenoxides are similarly efficient. The method is quite general and can be useful to the synthesis of some natural 2, 2-dimethvl-2H-chromenes. © 1979, American Chemical Society. All rights reserved.

引用

页码：803 / 805

页数：3

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