Tetrahedron

Selective reductions. Part 60: Chemoselective reduction of organyl azides with dichloroborane–dimethyl sulfide

AM Salunkhe, PV Ramachandran, HC Brown

Index: Salunkhe, Ashok M.; Veeraraghavan Ramachandran; Brown, Herbert C. Tetrahedron, 2002 , vol. 58, # 50 p. 10059 - 10064

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Citation Number: 17

Abstract

The rate and stoichiometry of the reduction of an organyl azide with BH3· THF was examined under standardized conditions at room temperature. Borane derivatives, such as dialkyl-, alkoxy-, and haloboranes were also examined for the reduction of azides. This study revealed BHCl2· SMe2 to be the most suitable reagent for the reduction of azides. The chemoselectivity of this reagent was also studied by reducing n-hexyl azide in the ...

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