Electroreduction of Alkyl Halides to Alkyl Boronic Esters
نویسندگان
چکیده
منابع مشابه
Chiral Alkyl Halides: Underexplored Motifs in Medicine
While alkyl halides are valuable intermediates in synthetic organic chemistry, their use as bioactive motifs in drug discovery and medicinal chemistry is rare in comparison. This is likely attributable to the common misconception that these compounds are merely non-specific alkylators in biological systems. A number of chlorinated compounds in the pharmaceutical and food industries, as well as ...
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While tertiary boranes undergo efficient protodeboronation with carboxylic acids, tertiary boronic esters do not. Instead, we have discovered that CsF with 1.1 equiv of H2O (on tertiary diarylalkyl boronic esters) or TBAF·3H2O (on tertiary aryldialkyl boronic esters) effect highly efficient protodeboronation of tertiary boronic esters with essentially complete retention of configuration. Furthe...
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Among cross-coupling reactions, the Suzuki-Miyaura transformation stands out because of its practical advantages, including the commercial availability and low toxicity of the required reagents, mild reaction conditions, and functional group compatibility. Nevertheless, few conditions can be used to cross-couple alkyl boronic acids or esters with aryl halides, especially 2-pyridyl halides. Here...
متن کاملDirect Etherification of Alkyl Halides by Sodium Hydride in the Presence of N,N-Dimethylformamide Direct Etherification of Alkyl Halides
SYNLETT 2007, No. 17, pp 2695–269816.10.2007 Advanced online publication: 25.09.2007 DOI: 10.1055/s-2007-991068; Art ID: U07007ST © Georg Thieme Verlag Stuttgart · New York Abstract: A novel synthetic method for the preparation of various alkyl ethers is described. The reaction between alkyl halides and sodium hydride in the presence of N,N-dimethylformamide afforded the corresponding symmetric...
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ژورنال
عنوان ژورنال: Chinese Journal of Organic Chemistry
سال: 2021
ISSN: ['0253-2786']
DOI: https://doi.org/10.6023/cjoc202100085