Advanced Synthesis & Catalysis

Introducing catalytic Lossen rearrangements: sustainable access to carbamates and amines

O Kreye, S Wald, MAR Meier

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

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Citation Number: 25

Abstract

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%

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