The addition-hydrolysis reaction of benzimidazolium salt with some mono- and bifunctional amine nucleophiles is reported, and a novel method of biomimetic synthesis for formamides and heterocycle compounds is provided.
Since the early studies of Mannich, Mannich reaction has become an important tool for the synthesis of new compounds. Mannich bases can be either directly employed or used as intermediates. In this work, the one-carbo...Since the early studies of Mannich, Mannich reaction has become an important tool for the synthesis of new compounds. Mannich bases can be either directly employed or used as intermediates. In this work, the one-carbon unit transfer reaction of tetrahydrofolate coenzyme was initiated. 1,3-Dimethylimidazolidine as a new tetrahydrofolate coenzyme model at formaldehyde oxidation level was used to react with ketone having active hydrogen atoms and amine to give the corresponding Mannich base in good yield by a covert Mannich reaction. A novel method for biomimetic synthesis of various Mannich bases is provided.展开更多
基金This work was supported by the National Natural Science Foundation of China(NO.20172041)Provincial Natural Science Foundation of Shaanxi Province.
文摘The addition-hydrolysis reaction of benzimidazolium salt with some mono- and bifunctional amine nucleophiles is reported, and a novel method of biomimetic synthesis for formamides and heterocycle compounds is provided.
基金Supporting information for this article is available on the WWW under http：//dx.doi.org/10.1002/cjoc.201100628 or from the author.Acknowledgement We are very grateful for the support of this work from the National Natural Science Foundation of China （Nos. 20802056, 21072158） and the Special Foundation of the Education Committee of Shaanxi Province （No. 09JK750）.
文摘Since the early studies of Mannich, Mannich reaction has become an important tool for the synthesis of new compounds. Mannich bases can be either directly employed or used as intermediates. In this work, the one-carbon unit transfer reaction of tetrahydrofolate coenzyme was initiated. 1,3-Dimethylimidazolidine as a new tetrahydrofolate coenzyme model at formaldehyde oxidation level was used to react with ketone having active hydrogen atoms and amine to give the corresponding Mannich base in good yield by a covert Mannich reaction. A novel method for biomimetic synthesis of various Mannich bases is provided.
