Organocatalyzed regio- and stereoselective diamination of functionalized alkenes |
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Authors: | Hui Wu Hao Sun Jianlin Han Guigen Li Yi Pan |
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Institution: | a School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China b State Key Laboratory of Coordination, Nanjing University, Nanjing 210093, China c Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX 79409-1061, USA |
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Abstract: | The first organocatalyzed diamination reaction of alkenes with N,N-dichlorotoluenesulfonamide (TsNCl2) and acetonitrile as nitrogen sources was reported. The catalytic diamination reaction was convenient to carry out, resulting in imidazoline products with good yields and excellent regio- and stereoselectivities. Several other organic molecules were also tried as catalyst for this reaction and good results were achieved. A new one-pot synthesis of vicinal diamines via the current PPh3-catalyzed diamination and the hydrolysis of resulting imidazoline products with SnCl4 as promoter was also established. |
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Keywords: | Diamination Organocatalyst Imidazoline Triphenylphosphine Vicinal diamines |
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