Advanced Synthesis & Catalysis

Introducing catalytic Lossen rearrangements: sustainable access to carbamates and amines

O Kreye, S Wald, MAR Meier

文献索引：Kreye, Oliver; Wald, Sarah; Meier, Michael A. R. Advanced Synthesis and Catalysis, 2013 , vol. 355, # 1 p. 81 - 86

全文：HTML全文

被引用次数: 25

摘要

Abstract A new, highly efficient and environmentally benign catalytic variant of the Lossen rearrangement is described. Dimethyl carbonate (DMC) as green activation reagent of hydroxamic acids in presence of catalytic amounts of tertiary amine bases {1, 5, 7- triazabicyclo [4.4. 0] dec-5-ene (TBD), 1, 8-biazabicyclo 5.4. 0 undec-7-ene (DBU), 1, 4- diazabicyclo [2.2. 2] octane (DABCO), and triethylamine} and small quantities of methanol ...

~74%

~73%

~81%

~78%

~81%

~87%

~65%

~83%

~89%

~79%

~81%

~70%

~72%

~84%

Highly Efficient Synthesis of Ureas and Carbamates from Amid...

[Liu, Peng; Wang, Zhiming; Hu, Xianming European Journal of Organic Chemistry, 2012 , # 10 p. 1994 - 2000]

Intramolecular ureido and amide group participation in react...

[King, Stephen W.; Natarajan; Bembi, Ramesh; Fife, Thomas H. Journal of the American Chemical Society, 1992 , vol. 114, # 27 p. 10715 - 10721]

A Novel Method for the Synthesis of 2 (3 H)??Benzimidazolone...

[Sridhar, Radhakrishnan; Perumal, Paramasivan T. Synthetic Communications, 2004 , vol. 34, # 4 p. 735 - 742]

Efficient and selective deprotection method for N-protected ...

[Carato, Pascal; Yous, Said; Sellier, Didier; Poupaert, Jacques H.; Lebegue, Nicolas; Berthelot, Pascal Tetrahedron, 2004 , vol. 60, # 45 p. 10321 - 10324]