Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 86, Issue 8, Pages 5983-5990Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.1c00161
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Funding
- Japan Society for the Promotion of Science (JSPS) [JP19H02735]
- Cooperative Research Program of Dynamic Alliance for Open Innovation Bridging Human, Environment and Materials [20203024]
- Nippon Sheet Glass Foundation [HAKF541800]
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A convergent paired electrolysis catalyzed by a B12 complex has been developed for the one-pot synthesis of tertiary amides from organic trichlorides. Various readily available organic trichlorides can be converted to amides in the presence of tertiary amines through oxygen incorporation from air at room temperature. The amide formation mechanism in the paired electrolysis, mediated by a cobalt complex, was proposed.
A convergent paired electrolysis catalyzed by a B12 complex for the one-pot synthesis of a tertiary amide from organic trichlorides (R-CCl3) has been developed. Various readily available organic trichlorides, such as benzotrichloride and its derivatives, chloroform, dichlorodiphenyltrichloroethane (DDT), trichloro-2,2,2-trifluoroethane (CFC-113a), and trichloroacetonitrile (CNCCl3), were converted to amides in the presence of tertiary amines through oxygen incorporation from air at room temperature. The amide formation mechanism in the paired electrolysis, which was mediated by a cobalt complex, was proposed.
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