N-Isopropylidene-N′-2-nitrobenzenesulfonyl hydrazine, a reagent for reduction of alcohols via the corresponding monoalkyl diazenes

ORGN 50

Mohammad Movassaghi, movassag@mit.edu and Omar K. Ahmad. Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Ave., Cambridge, MA 02139
The use of the reagent N-Isopropylidene-N'-2-nitrobenzenesuolfonyl hydrazine (IPNBSH) for the reduction of alcohols will be presented. IPNBSH can be used to convert an alcohol to the corresponding monoalkyl diazene intermediate under mild reaction conditions. Loss of dinitrogen from these transiently formed monoalkyl diazenes leads to the reduction product.

 

New Reactions and Methodology
8:00 AM-12:00 PM, Sunday, August 19, 2007 BCEC -- 258B, Oral

Division of Organic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007