A novel route to unsymmetrical disubstituted ureas and thioureas by HMPA catalyzed reductive alkylation with trichlorosilane
Literature Information
Publication Date
2019-12-16
DOI
10.1039/C9QO01321K
Impact Factor
5.281
Authors
Xiaoyun Ran, Yan Long, Sheng Yang, Changjiang Peng, Yuanyuan Zhang, Shan Qian, Zhenju Jiang, Xiaomei Zhang, Lingling Yang, Zhouyu Wang, Xiaoqi Yu
View Original
Abstract
An HMPA catalyzed reductive alkylation of ureas and thioureas with trichlorosilane under mild reaction conditions has been developed. Both aldehydes and ketones could be used as efficient alkylation reagents in this method to obtain the desired products in moderate to high yields. A variety of di- and trisubsituted ureas and thioureas were easily prepared by this new reductive alkylation method. This protocol exhibits excellent functional group tolerance, chemoselectivity and practicality.
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Source Journal
Organic Chemistry Frontiers
CiteScore:
7.8
Self-citation Rate:
8.7%
Articles per Year:
724
Organic Chemistry Frontiers publishes high-quality research from across organic chemistry. Emphases are placed on studies that make significant contributions to the field of organic chemistry by reporting either new or significantly improved protocols or methodologies. Topics include, but are not limited to the following: Organic synthesis Development of synthetic methodologies Catalysis Natural products Functional organic materials Supramolecular and macromolecular chemistry Physical and computational organic chemistry
Recommended Compounds
2-Methyl-2-propanyl 4-iodo-1-piperidinecarboxylate
CAS Number:
301673-14-3
Molecular Formula:
C10H18INO2
![N-[(E)-Phenylmethylene]benzenesulfonamide structure](https://static.chemtradehub.com/structs/139/13909-34-7-8167.webp "N-[(E)-Phenylmethylene]benzenesulfonamide structure")
![2,9-Dichloro-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione structure](https://static.chemtradehub.com/structs/308/3089-17-6-750b.webp "2,9-Dichloro-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione structure")
2,9-Dichloro-5,12-dihydroquinolino[2,3-b]acridine-7,14-dione
CAS Number:
3089-17-6
Molecular Formula:
C20H10Cl2N2O2
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