42432-43-9Relevant academic research and scientific papers
Continuous Flow Synthesis of Terminal Epoxides from Ketones Using in Situ Generated Bromomethyl Lithium
Von Keutz, Timo,Cantillo, David,Kappe, C. Oliver
supporting information, p. 10094 - 10098 (2019/12/24)
A scalable procedure for the direct preparation of epoxides from ketones has been developed. The method is based on the carefully controlled generation of (bromomethyl)lithium (LiCH2Br) from inexpensive CH2Br2 and MeLi in a continuous flow reactor. The reaction has shown excellent selectivity for a variety of substrates, including α-chloroketones, which typically fail under classic Corey-Chaykovsky conditions. This advantage has been used to develop a novel route toward the drug fluconazole.
Efficient catalytic Corey-Chaykovsky reactions involving ketone substrates
Kavanagh, Sarah A.,Piccinini, Alessandro,Connon, Stephen J.
supporting information; experimental part, p. 2089 - 2093 (2010/11/04)
It has been demonstrated for the first time that a sulfide catalyst, utilised at 20 mol% loading, can promote methylene transfer to ketones in the presence of methyl triflate and an organic base. This metal-free methodology is of broad scope-both aliphatic and aromatic ketones (including trifluoromethyl ketones) can be converted to synthetically useful terminal epoxides in excellent yields at room temperature.
Microwave-assisted synthesis of N-sec- and N-tert-alkylated indoles
Schirok, Hartmut
, p. 1404 - 1414 (2008/12/21)
A synthesis of N-substituted indoles by means of an epoxide-opening, nucleophilic aromatic substitution, and dehydration sequence is reported, which is capable of generating even N-tert alkyl substituted derivatives. Georg Thieme Verlag Stuttgart.
