Direct Exploitation of the Ethynyl Moiety in Calcium Carbide Through Sealed Ball Milling

被引：16

作者：

Hosseini, Abolfazl ^{[1
]}

Schreiner, Peter R. ^{[1
]}

机构：

[1] Justus Liebig Univ Giessen, Inst Organ Chem, Heinrich Buff Ring 17, D-35392 Giessen, Germany

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2020年 / 2020卷 / 28期

关键词：

Alkynylation; Ball milling; Calcium carbide; Mechanochemistry; Solvent-free; ONE-POT SYNTHESIS; ARYL HALIDES; DERIVATIVES; ALCOHOLS; FLUORIDE; MECHANOCHEMISTRY; NANOPARTICLES; HYDROCARBONS; ACTIVATION; VINYLATION;

D O I：

10.1002/ejoc.202000612

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ball milling of calcium carbide (CaC2) enables the reaction of its ethynyl moiety with organic electrophiles. This was realized simply by co-milling CaC(2)with organic substrates in a sealed jar without the need for an additive or a catalyst. Various ketones including those bearing alpha-hydrogens were ethynylated in good yields at short reaction times. Aryl halides are also amenable substrates for this protocol as they furnish aryl ethynes through a benzyne intermediate. This method offers a practical and cheap alternative to the established procedures for introducing ethynyl functionalities.

引用

页码：4339 / 4346

页数：8

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