Synthesis 2018; 50(05): 998-1006
DOI: 10.1055/s-0036-1589161
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© Georg Thieme Verlag Stuttgart · New York

Regioselective Late-Stage C-3 Functionalization of Pyrazolo[3,4-b]pyridines

Hubert Lavrard
Univ Lyon, INSA, Université Lyon1, CNRS, CPE-Lyon, ICBMS, UMR 5246, 20, Avenue Albert Einstein, 69621 Villeurbanne cedex, France   Email: florence.popowycz@insa-lyon.fr
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Univ Lyon, INSA, Université Lyon1, CNRS, CPE-Lyon, ICBMS, UMR 5246, 20, Avenue Albert Einstein, 69621 Villeurbanne cedex, France   Email: florence.popowycz@insa-lyon.fr
› Author Affiliations
Further Information

Publication History

Received: 01 December 2017

Accepted: 04 December 2017

Publication Date:
11 January 2018 (online)

Abstract

This contribution reports for the first time the late-stage C–H activation of pyrazolo[3,4-b]pyridine derivatives. A family of 16 molecules functionalized on the C-3 position by this methodology is demonstrated. After a careful optimization, a reliable procedure has been developed with Pd(phen)2(PF6)2 catalyst (10 mol%), affording C-3 arylated pyrazolo[3,4-b]pyridines in yields ranging from 40 to 81%.

Supporting Information

 
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