Palladium catalyzed 8-aminoimidazo[1,2-a]pyridine (AIP) directed selective β-C(sp2)–H arylation

Biswajit Mondal; Prasanjit Ghosh; MrinalKanti Kundu; Tapas Kumar Das; Sajal Das

doi:10.1039/D0OB02134B

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Palladium catalyzed 8-aminoimidazo[1,2-a]pyridine (AIP) directed selective β-C(sp²)–H arylation†

Biswajit Mondal,^ab Prasanjit Ghosh,

^b MrinalKanti Kundu,

*^a Tapas Kumar Das^ab and Sajal Das

*^b

Author affiliations

* Corresponding authors

^a TCG Life Sciences Pvt. Ltd., BN-7, Sector V, Salt Lake City, Kolkata-700091, India
E-mail: mrinal.kundu@tcgls.com

^b Department of Chemistry, University of North Bengal, Darjeeling 734013, India
E-mail: sajal.das@hotmail.com

Abstract

Palladium catalyzed arylation of the inert β-C(sp²)–H bond of carboxylic acid derivatives is reported herein for the first time utilizing 8-aminoimidazo[1,2-a]pyridine (AIP) as an efficacious and new inbuilt 6,5-fused bicyclic removable directing group. This protocol is scalable, exhibits high levels of β-site selectivity and tolerates a broad spectrum of functional groups.

This article is part of the themed collection: Synthetic methodology in OBC

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Article information

DOI: https://doi.org/10.1039/D0OB02134B
Article type: Communication
Submitted: 23 Oct 2020
Accepted: 30 Nov 2020
First published: 08 Dec 2020

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Org. Biomol. Chem., 2021,19, 360-364

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Palladium catalyzed 8-aminoimidazo[1,2-a]pyridine (AIP) directed selective β-C(sp²)–H arylation

B. Mondal, P. Ghosh, M. Kundu, T. K. Das and S. Das, Org. Biomol. Chem., 2021, 19, 360 DOI: 10.1039/D0OB02134B

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Organic & Biomolecular Chemistry