Synthesis 2013; 45(22): 3090-3098
DOI: 10.1055/s-0033-1340041
short review
© Georg Thieme Verlag Stuttgart · New York

Reaction of Diazo Compounds with Organoboron Compounds

Huan Li
Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, P. R. of China   Fax: +86(10)62751708   Email: wangjb@pku.edu.cn
,
Yan Zhang
Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, P. R. of China   Fax: +86(10)62751708   Email: wangjb@pku.edu.cn
,
Jianbo Wang*
Beijing National Laboratory of Molecular Sciences (BNLMS) and Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University, Beijing 100871, P. R. of China   Fax: +86(10)62751708   Email: wangjb@pku.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 01 August 2013

Accepted after revision: 26 September 2013

Publication Date:
10 October 2013 (online)


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

 
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