SIMPLE FURAN ETHERS .2. 2-ALKOXY-FURAN AND 2-ARYLOXY-FURAN

SIMPLE FURAN ETHERS .2. 2-ALKOXY-FURAN AND 2-ARYLOXY-FURAN
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DOI:
10.1021/jo01111a008
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发表时间:
1956-01-01
影响因子:
3.6
通讯作者:
AMSTUTZ, ED
AMSTUTZ, ED
中科院分区:
化学2区
文献类型:
--
作者:
MANLY, DG;AMSTUTZ, ED

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合成了2-乙氧基呋喃、2-异丙氧基呋喃、2-苯氧基呋喃、2-正辛氧基呋喃、2-环己氧基呋喃、2-噻吩氧基呋喃以及相应的5-氧代呋喃甲酸。虽然含氧酸足够稳定,可以用N-溴代琥珀酰亚胺溴化,但2-呋喃基醚只能在碱性介质中进行反应,而不是开环。将此方法推广到呋喃硫醚的合成,为未知呋喃砜的合成提供了一种简便的方法。
2-Ethoxy-, 2-isopropoxy-, 2-phenoxy-, 2-n-octyloxy-, 2-cyclohexyloxy-, and 2-thiophenoxy-furan as well as the cor-responding 5-oxy-2-furoic acids have been prepared and characterized. Although the oxyacids are stable enough to permit bromination with N-bromosuccinimide, the 2-furyl ethers could be made only to undergo reactions, other than ring opening, in basic media. The methods were extended to the synthesis of a thiofurvl ether which affords a convenient method of preparation of the unknown furan sulfones.