Benzylic Phosphates in Friedel-Crafts Reactions with Activated and Unactivated Arenes: Access to Polyarylated Alkanes

The Journal of Organic Chemistry
Gangaram Pallikonda, Manab Chakravartya

Abstract

Easily reachable electron-poor/rich primary and secondary benzylic phosphates are suitably used as substrates for Friedel-Crafts benzylation reactions with only 1.2 equiv activated/deactivated arenes (no additional solvent) to access structurally and electronically diverse polyarylated alkanes with excellent yields and selectivities at room temperature. Specifically, diversely substituted di/triarylmethanes are generated within 2-30 min using this approach. A wide number of electron-poor polyarylated alkanes are easily accomplished through this route by just tuning the phosphates.

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Citations

Aug 14, 2020·Organic & Biomolecular Chemistry·Thibaut CourantGéraldine Masson
Sep 16, 2020·Chemical Communications : Chem Comm·Valentyn PozhydaievDavid Lebœuf

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