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One-Pot Synthesis of Triarylmethanes via Metal-Free Reductive Coupling of Diaryl Ketones, Tosylhydrazide, and Arylboronic Acids

One-Pot Synthesis of Triarylmethanes via Metal-Free Reductive Coupling of Diaryl Ketones, Tosylhydrazide, and Arylboronic Acids
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摘要 Synthesis of triarylmethanes via metal-free reductive coupling of diaryl ketone, tosylhydrazide, and arylboronic acids has been developed. This methodology is realized via one-pot two-step reactions involving the preparation of N-tosylhydrazones by reacting tosylhydrazide with diaryl ketone derivatives, followed by the reductive coupling with arylboronic acid in the presence of potassium carbonate to afford various triarylmethanes analogues in moder- ate to good yields. Importantly, the system presented here enables the use of easily accessible starting materials and a series of substrates with diverse functional group could be tolerant in this reaction. This approach could also be particularly useful for the synthesis of triaryl-substituted carbazolyl compounds. Synthesis of triarylmethanes via metal-free reductive coupling of diaryl ketone, tosylhydrazide, and arylboronic acids has been developed. This methodology is realized via one-pot two-step reactions involving the preparation of N-tosylhydrazones by reacting tosylhydrazide with diaryl ketone derivatives, followed by the reductive coupling with arylboronic acid in the presence of potassium carbonate to afford various triarylmethanes analogues in moder- ate to good yields. Importantly, the system presented here enables the use of easily accessible starting materials and a series of substrates with diverse functional group could be tolerant in this reaction. This approach could also be particularly useful for the synthesis of triaryl-substituted carbazolyl compounds.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2016年第10期1033-1038,共6页 中国化学(英文版)
基金 We gratefully acknowledge the financial support of this work by the National Natural Science Foundation of China (No. 21563025), Shihezi University Training Programme for Distinguished Youth Scholars (No. 2014ZRKXJQ05), and Start-Up Foundation for Young Scientists of Shihezi University (RCZX201408).
关键词 diaryl ketone arylboronic acid tosylhydrazide ONE-POT diaryl ketone, arylboronic acid, tosylhydrazide, one-pot
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