Synthesis of carbamates from diethoxycarbonyl hydrazine derivatives by E1cB eliminative cleavage of the N-N'-bond rather than reduction

Philip Magnus; Negar Garizi; Kimberly A Seibert; Alexandra Ornholt

doi:10.1021/ol902313v

Synthesis of carbamates from diethoxycarbonyl hydrazine derivatives by E1cB eliminative cleavage of the N-N'-bond rather than reduction

Org Lett. 2009 Dec 17;11(24):5646-8. doi: 10.1021/ol902313v.

Authors

Philip Magnus¹, Negar Garizi, Kimberly A Seibert, Alexandra Ornholt

Affiliation

¹ Department of Chemistry and Biochemistry, University of Texas at Austin, 1 University Station A5300, Austin, Texas 78712-1167, USA. p.magnus@mail.utexas.edu

PMID: 19908859
DOI: 10.1021/ol902313v

Abstract

Treatment of diethoxycarbonyl hydrazine derivatives with methyl bromoacetate/Cs(2)CO(3)/MeCN at 50 degrees C followed by heating to 80 degrees C resulted in N-N' bond cleavage to the corresponding carbamates.