Organic Chemistry Portal



Synthesis of Allylbenzene Derivatives through sp3 C-H Bond Functionalization of Toluene Derivatives

Fatemeh Shahsavari, Alireza Abbasi*, Majid Ghazanfarpour-Darjani*, Seyed Mehdi Ghafelebashi, Majid Daftari-Besheli

*Department of Chemistry, Islamic Azad University, Buinzahra Branch, P.O. Box 14115-175, Buinzahra, Iran, Email:,

F. Shahsavari, A. Abbasi, M. Ghaznafarpour-Darjjani, S. M. Ghafelebashi, M. Daftari-Besheli, Synlett, 2017, 28, 1646-1648.

DOI: 10.1055/s-0036-1588793

see article for more reactions


An sp3 C-H bond-transformation reaction of methylarenes provides the corresponding allylbenzene derivatives in good yields in the presence of tetrabutylammonium iodide and tert-butyl hydroperoxide at 80 C.

see article for more examples

Key Words

C-H activation, methylarenes, benzylation, unsaturated esters, C-C bond formation, alkyl arylalkenoates, alkynes, TBHP

ID: J60-Y2017