Synlett 2005(11): 1656-1665  
DOI: 10.1055/s-2005-871551
ACCOUNT
© Georg Thieme Verlag Stuttgart · New York

Acylbenzotriazoles as Advantageous N-, C-, S-, and O-Acylating Agents

Alan R. Katritzky*, Kazuyuki Suzuki, Zuoquan Wang
Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, FL 32611-7200, USA
e-Mail: katritzky@chem.ufl.edu;
Further Information

Publication History

Received 17 February 2005
Publication Date:
28 June 2005 (online)

Abstract

N-Acylbenzotriazoles are useful acylating agents, especially where the corresponding acid chlorides are unstable, difficult to prepare, or unknown. Reactions with N-acylbenzotriazoles offer efficient transformations under mild conditions, and provide an alternative convenient procedure for N-, C-, S-, and O-acylation. In this account, our work mainly carried out from 2000 to early 2005 is discussed.

1 Introduction

2 N-Acylation

3 S-Acylation

4 C-Acylation of Heterocycles

5 C-Acylation of Ketones, Cyanides and Sulfones

6 Preparation of β-Ketoesters and β-Diketones by Acylative Deacetylation

7 Conclusion

7

Katritzky, A. R.; Angrish, P.; Suzuki, K. in preparation.