期刊
GREEN CHEMISTRY
卷 23, 期 1, 页码 440-446出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0gc03081c
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资金
- Czech Ministry of Education, Youth, and Sports [IGA_PrF_2020_012]
In this study, various bromophenylalkenes were reductively photodebrominated using DMBI and 9,10-dicyanoanthracene, with satisfactory to excellent isotopic yields achieved with deuterated DMBI analogs. DMBI-d(11) was the most effective analog, and it could also be regenerated from the reaction mixtures with a recovery rate of up to 50%. The combination of photodebromination reaction with conventional methods for bromoalkene synthesis allows for sequential monodeuteration of a double bond without the necessity of a metal catalyst.
Various bromophenylalkenes were reductively photodebrominated by using 1,3-dimethyl-2-phenyl-1H-benzo-[d]imidazoline (DMBI) and 9,10-dicyanoanthracene. With deuterated DMBI analogs (the most effective was DMBI-d(11)), satisfactory to excellent isotopic yields were obtained. DMBI-d(11) could also be regenerated from the reaction mixtures with a recovery rate of up to 50%. The combination of the photodebromination reaction with conventional methods for bromoalkene synthesis enables sequential monodeuteration of a double bond without the necessity of a metal catalyst.
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