Reaction of Diazo Compounds with Organoboron Compounds

Dedicated to Professor Guoqiang Lin

Abstract

The transition-metal-free reactions of diazo compounds with organoboron compounds are reviewed. This type of reaction provides an alternative approach for the formation of C–C, C–B, and C–Si bonds. Moreover, by using tosylhydrazones as diazo compound precursors and boronic acids/esters as the boron substrates, this type of reaction becomes of practical use in organic synthesis. This short review covers the recent developments of this area with an introduction to the historical background.

1 Introduction

2 Reaction of Diazo Compounds with Organoboranes

3 Reactions of Diazo Compounds with Boronic Acids and Related Organoborons

4 Reaction of Diazo Compounds with Boronic Esters

5 Concluding Remarks

Key words

diazo compounds - boron - hydrazine - transition-metal-free reactions - 1,2-migration

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