Ring opening reactions of N-sulfonyl aziridines by primary and secondary amines in silica gel(SG)-water system were achieved,which provided a mild,practical and environmentally benign method to synthesize mono-and bis...Ring opening reactions of N-sulfonyl aziridines by primary and secondary amines in silica gel(SG)-water system were achieved,which provided a mild,practical and environmentally benign method to synthesize mono-and bis-sulfonyl substituted amines.When primary and secondary amines were used in excess,they reacted with N-sulfonyl aziridines smoothly at room temperature,mainly affording 1∶1 ring opening products.Reactions of primary amines with 2 equiv.of aziridines produced 2∶1 ring opening products.Some 1∶1 products can be cyclized with CS2 to synthesize N-sulfonyl cyclothioureas also in water.展开更多
The sustainable development of our future represents an unorthodox challenge in sciences and technologies.The exploration of unconventional chemical reactivities that could potentially result in more sustainable chemi...The sustainable development of our future represents an unorthodox challenge in sciences and technologies.The exploration of unconventional chemical reactivities that could potentially result in more sustainable chemical productions with efficient utilization of resource and inherent prevention of waste will provide the foundation for the synthetic chemistry of our future.As part of this endeavor,we have explored metal-mediated reactions in water to minimize protection-deprotection and the use of organic solvents,catalytic nucleophilic additions via C-H reactions to avoid generation and use of stoichiometric organic halides and metal in water,and Cross-Dehydrogenative-Coupling(CDC) reactions to minimize overall transformation steps.展开更多
基金We appreciate the financial support from the National Natural Science Foundation of China(No.20802049).
文摘Ring opening reactions of N-sulfonyl aziridines by primary and secondary amines in silica gel(SG)-water system were achieved,which provided a mild,practical and environmentally benign method to synthesize mono-and bis-sulfonyl substituted amines.When primary and secondary amines were used in excess,they reacted with N-sulfonyl aziridines smoothly at room temperature,mainly affording 1∶1 ring opening products.Reactions of primary amines with 2 equiv.of aziridines produced 2∶1 ring opening products.Some 1∶1 products can be cyclized with CS2 to synthesize N-sulfonyl cyclothioureas also in water.
基金the Canada Research Chair (Tier I) foundationthe E. B. Eddy Endowment Fund+1 种基金the CFI, NSERC, FQRNTthe NSF and the NSF-EPA Joint Program for a Sustainable Environment for partial support of our research over the years
文摘The sustainable development of our future represents an unorthodox challenge in sciences and technologies.The exploration of unconventional chemical reactivities that could potentially result in more sustainable chemical productions with efficient utilization of resource and inherent prevention of waste will provide the foundation for the synthetic chemistry of our future.As part of this endeavor,we have explored metal-mediated reactions in water to minimize protection-deprotection and the use of organic solvents,catalytic nucleophilic additions via C-H reactions to avoid generation and use of stoichiometric organic halides and metal in water,and Cross-Dehydrogenative-Coupling(CDC) reactions to minimize overall transformation steps.
