Halogenation through Deoxygenation of Alcohols and Aldehydes

Halogenation through Deoxygenation of Alcohols and Aldehydes
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通过醇和醛的脱氧进行卤化

DOI:
10.1021/acs.orglett.8b01058
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发表时间:
2018-05-18
期刊:
影响因子:
5.2
通讯作者:
Xiao, Ji-Chang
Xiao, Ji-Chang
中科院分区:
化学1区
文献类型:
--
作者:
Chen, Jia;Lin, Jin-Hong;Xiao, Ji-Chang

文献摘要

被引文献

相似文献

一种高效的试剂体系Ph3P/XCH2CH2X(X=氯、溴或碘)对醇(包括叔醇)和醛的脱氧卤代反应(包括氟化)非常有效。易得的1,2-二卤代乙烷被用作关键试剂和卤素来源。用(ETO)(3)P代替Ph3P也可以实现脱氧卤代反应,由于副产物(ETO)(3)P=O可以通过水洗去除,因此提纯过程方便。反应条件温和,底物范围广,1,2-二卤代乙烷的可获得性广,是合成卤代化合物的理想方法。
An efficient reagent system, Ph3P/XCH2CH2X (X = Cl, Br, or I), was very effective for the deoxygenative halogenation (including fluorination) of alcohols (including tertiary alcohols) and aldehydes. The easily available 1,2-dihaloethanes were used as key reagents and halogen sources. The use of (EtO)(3)P instead of Ph3P could also realize deoxy-halogenation, allowing for a convenient purification process, as the byproduct (EtO)(3)P=O could be removed by aqueous washing. The mild reaction conditions, wide substrate scope, and wide availability of 1,2-dihaloethanes make this protocol attractive for the synthesis of halogenated compounds.