Synthesis of Chromanes and 4H-Chromenes: Exploring the Oxidation of 2H-Chromenes and Dihydro-1-benzoxepines by Hypervalent Iodine(III)

被引：13

作者：

Ahmad, Anees ^{[1
]}

Silva, Luiz F., Jr. ^{[1
]}

机构：

[1] Univ Sao Paulo, Inst Quim, BR-05513970 Sao Paulo, Brazil

来源：

SYNTHESIS-STUTTGART | 2012年 / 44卷 / 23期

基金：

巴西圣保罗研究基金会;

关键词：

chromenes; chromanes; Koser's reagent; ring contraction; hypervalent iodine; RING CONTRACTION; ALPHA-TOSYLOXYLATION; KETONES; <HYDROXY(TOSYLOXY)IODO>BENZENE; 1,2-DIHYDRONAPHTHALENES; DISCOVERY; ORGANOIODINE; INHIBITORS; AMINATION; EXPANSION;

D O I：

10.1055/s-0032-1317497

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The reaction of various oxygen-containing benzo-fused cycloalkenes were studied with the hypervalent iodine reagent hydroxy(tosyloxy) iodo]benzene [PhI(OH)OTs, HTIB]. 2H-Chromene and 4-methyl-2H-chromene resulted in substituted 4H-chromene and cis-3,4-dialkoxy-4-methyl-3,4-dihydro-2H-chromenes, respectively. Ring contraction to chromanes and benzofurans was observed for dihydrobenzoxepines and 2,2-dimethyl-2H-chromenes, respectively.

引用

页码：3671 / 3677

页数：7

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