Desulfurization withRaney Nickel*The authors are indebted to Dr. Brian Green and Dr. John C. Knight for checking the final draft of this chapter.

Abstract

The conversion of an amine to an olefin by elimination of the nitrogen atom and an adjoining hydrogen atom is a useful procedure for degradation and synthesis. The Hofmann exhaustive methylation method has been used most often to bring about change, but other methods as the thermal decomposition of amine oxides and the pyrolysis of amine phosphates or acetyl or benzoyl derivative have often been employed to advantage. This chapter reviews the Hofmann elimination because of its extensive history. Alternative methods are considered.

Reduction of 2-Arylthio-β-C-D-Glucopyranosides with Different Functional Groups in the Lateral Chain

“…[8] In particular, this method was successfully used for desulfurization of S-containing O-glycosides. [9,10] In our study, reduction of the 2-p-TolS-substituted C-glycoside 1 by Raney Ni at room temperature yielded 2-deoxy-b-C-D-glucopyranoside 1a ( Table 1).…”

An Efficient Method for the Transthioacetalization of Acylals and Acetals under Mild Conditions

“…In addition thioacetals are useful in organic synthesis as acyl carbanion equivalents in C-C bond forming reactions 2 . Moreover, S,S-acetals could be used as intermediates for the conversion of the carbonyl function to parent hydrocarbons 3 .…”

Corrin Syntheses. Part II

“…[6]; mitbearbeitet von R. Portmann,D iplomarbeitE TH (1968) 84. )D ie Polymerbase enthielt 1,84 Â 10 À3 Mol-¾quiv.B ase pro g( Titration mit HCl in CH 2 Cl 2 )u nd war vor Gebrauch6Std.…”