Rapid, metal-free and aqueous synthesis of imidazo[1,2-a]pyridine under ambient conditionsElectronic supplementary information (ESI) available. CCDC 1471645, 1471647-1471650 and 1471653-1471656. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c6gc01601d

A novel, rapid and efficient route to imidazo[1,2- a ]pyridines under ambient, aqueous and metal-free conditions is reported. The NaOH-promoted cycloisomerisations of N -propargylpyridiniums give quantitative yield in a few minutes (10 g scale). A comparison of common green metrics to current routes...

Full description

Saved in:
Bibliographic Details
Main Authors Chapman, Michael R, Kwan, Maria H. T, King, Georgina E, Kyffin, Benjamin A, Blacker, A. John, Willans, Charlotte E, Nguyen, Bao N
Format Journal Article
Published 22.08.2016
Online AccessGet full text

Cover

More Information
Summary:A novel, rapid and efficient route to imidazo[1,2- a ]pyridines under ambient, aqueous and metal-free conditions is reported. The NaOH-promoted cycloisomerisations of N -propargylpyridiniums give quantitative yield in a few minutes (10 g scale). A comparison of common green metrics to current routes showed clear improvements, with at least a one order of magnitude increase in space-time-yield. A route to access the privileged imidazo[1,2- a ]pyridine scaffold in one step, 1-10 minutes using only aqueous NaOH, is reported.
Bibliography:Electronic supplementary information (ESI) available. CCDC
1471645
For ESI and crystallographic data in CIF or other electronic format see DOI
1471647-1471650
1471653-1471656
and
10.1039/c6gc01601d
,
ISSN:1463-9262
1463-9270
DOI:10.1039/c6gc01601d