Regioselective Fluorination of Imidazo[1,2-a]pyridines with Selectfluor in Aqueous Condition

Ping Liu; Yongyuan Gao; Weijin Gu; Ziyan Shen; Peipei Sun

doi:10.1021/acs.joc.5b01961

Regioselective Fluorination of Imidazo[1,2-a]pyridines with Selectfluor in Aqueous Condition

J Org Chem. 2015 Nov 20;80(22):11559-65. doi: 10.1021/acs.joc.5b01961. Epub 2015 Nov 6.

Authors

Ping Liu^{1

2}, Yongyuan Gao¹, Weijin Gu¹, Ziyan Shen¹, Peipei Sun^{1

2}

Affiliations

¹ College of Chemistry and Materials Science, Jiangsu Provincial Key Laboratory of Materials Cycling and Pollution Control, Nanjing Normal University , Nanjing 210023, China.
² Jiangsu Collaborative Innovation Center of Biomedical Functional Materials , Nanjing 210023, China.

PMID: 26523829
DOI: 10.1021/acs.joc.5b01961

Abstract

A regioselective synthesis of 3-fluorinated imidazo[1,2-a]pyridines using 1-chloromethyl-4-fluoro-1,4-diazoniabi cyclo[2.2.2]octane bis(tetrafluoroborate) (Selectfluor) as the fluorinating reagent in aqueous condition is described. In the presence of DMAP, the reaction mainly gave monofluorinated product via electrophilic fluorinated process in moderate to good yields.

Publication types

Research Support, Non-U.S. Gov't