Synthesis 2017; 49(14): 2985-3034
DOI: 10.1055/s-0036-1588832
review
© Georg Thieme Verlag Stuttgart · New York

Construction of Boron-Containing Aromatic Heterocycles

Bochao Su, Rei Kinjo*
  • Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, SPMS-CBC 06-20, 21 Nanyang Link, 637371, Singapore   Email: rkinjo@ntu.edu.sg
We are grateful to Nanyang Technological University (NTU) and the Singapore Ministry of Education (MOE2015-T2-2-032) for their financial support.
Further Information

Publication History

Received: 13 January 2017

Accepted after revision: 07 March 2017

Publication Date:
06 June 2017 (eFirst)

Abstract

Boron-containing aromatic systems exhibit unique electronic properties and reactivities that have been extensively studied for a long time. This review highlights the recent developments in the synthesis of aromatic boron-containing heterocycles. The organization of the contents is based on the sizes of rings and the heteroatoms other than boron. Early work in the field is briefly introduced, but the main focus is on recent reports published during the period of 2008 through 2016.

1 Introduction

2 Five-Membered Rings

2.1 Borole Derivatives

2.2 B,N-Heterocycles

2.3 B,O-Heterocycles

3 Six-Membered Rings

3.1 Borabenzene Derivatives

3.2 Boratabenzene Derivatives

3.3 1,4-Diborabenzene

3.4 B,N-Heterocycles

3.5 B,E-Heterocycles (E = O, S, P, Te)

4 Three-Membered Rings

4.1 Borirenes

4.2 Azadiboriridines

4.3 Triboracyclopropenyl Dianion

5 Four-Membered Rings

5.1 bicyclo-Tetraborane(4)

5.2 1,3-Diborete

5.3 B,E-Heterocycles (E = N, P, As, Sb, Bi, O, S, Se)

6 Seven-Membered Rings (Borepines)

7 Conclusion and Perspective