Ring-Contraction Reaction of Substituted Tetrahydropyrans via Dehydrogenative Dual Functionalization by Nitrite-Catalyzed Double Activation of Bromine.
Ring-Contraction Reaction of Substituted Tetrahydropyrans via Dehydrogenative Dual Functionalization by Nitrite-Catalyzed Double Activation of Bromine.
复制标题
DOI：
10.1021/acs.orglett.8b02488
复制
发表时间：
2018-09
期刊：
影响因子：
5.2
通讯作者：
Kazuhiro Watanabe;Tsukasa Hamada;K. Moriyama
中科院分区：
文献类型：
--
作者：
Kazuhiro Watanabe;Tsukasa Hamada;K. Moriyama
在亚硝酸盐催化下，溴代物在有氧条件下氧化缩环，得到2-酰基四氢呋喃。另一方面，1-取代异苯并二氢吡喃的氧化反应通过溴羟基化以高产率发生，得到1-（二溴烷基）-1-羟基异苯并二氢吡喃。
A nitrite-catalyzed ring contraction reaction of substituted tetrahydrofurans by oxidation of bromide under aerobic conditions as a dehydrogenative dual functionalization was developed to provide 2-acyltetrahydrofurans in good yields. On the other hand, the oxidation reaction of 1-substituted isochromans occurred via the bromohydroxylation to give 1-(dibromoalkyl)-1-hydroxyisochromans in high yields.