Transition metal-free approach for late-stage benzylic C(sp3)–H etherifications and esterifications

Yu Zhang; Prakash Kumar Sahoo; Peng Ren; Yuman Qin; Robin Cauwenbergh; Philippe Nimmegeers; Gandhi SivaRaman; Steven Van Passel; Andrea Guidetti; Shoubhik Das

doi:10.1039/D2CC02661A

Transition metal-free approach for late-stage benzylic C(sp³)–H etherifications and esterifications†

Yu Zhang,‡^a Prakash Kumar Sahoo,‡^a Peng Ren,^a Yuman Qin,^a Robin Cauwenbergh,

^a Philippe Nimmegeers,^bc Gandhi SivaRaman,

^d Steven Van Passel,^be Andrea Guidetti^f and Shoubhik Das

*^a

Author affiliations

* Corresponding authors

^a ORSY Division, Department of Chemistry, Universiteit Antwerpen, Campus Groenenborger, Groenenborgerlaan 171, 2020 Antwerpen, Belgium
E-mail: Shoubhik.Das@uantwerpen.be

^b Department of Engineering Management, Universiteit Antwerpen, Prinsstraat 13, Antwerpen, Belgium

^c Intelligence in Processes, Advanced Catalysts and Solvents (iPRACS), Faculty of Applied Engineering, Universiteit Antwerpen, Groenenborgerlaan 171, 2020 Antwerpen, Belgium

^d Department of Chemistry, Gandhigram Rural Institute, Gandhigram, Tamilnadu, India

^e Nanolab Centre of Excellence, Prinsstraat 13, Antwerpen, Belgium

^f Biophysics and Biomedical Physics (BIMEF), Department of Chemistry, University of Antwerp, B2610 Antwerp, Belgium

Abstract

We report a transition metal-free approach for the regioselective functionalization of benzylic C(sp³)–H bonds using alcohols and carboxylic acids as the nucleophiles. This straightforward and general route has provided various benzylic ethers and esters, including twelve pharmaceutically relevant compounds.

Chemical Communications

Transition metal-free approach for late-stage benzylic C(sp³)–H etherifications and esterifications†

Abstract

Supplementary files

Article information

Download Citation

Permissions

Transition metal-free approach for late-stage benzylic C(sp³)–H etherifications and esterifications

Social activity

Search articles by author

Spotlight

Advertisements

Chemical Communications