Keywords
anilines
CeBr3/ H2O2 system
Fenton-like chemistry.
phenols
reactive brominating species
thiocyanation
Abstract
An efficient electrophilic thiocyanation of phenols and anilines in the CeBr3 / H2O2 system has been developed. The system CeBr3 / H2O2 generates reactive brominating species which would react with NH4SCN to deliver the active SCN cations in situ. The Br- anion can be further oxidized to Br+, thereby furnishing the catalytic cycle.
References
.
Castanheiro T., Suffert J., Donnard M., Gulea M.
Chemical Society Reviews,
2016
.
Rezayati S., Ramazani A.
Tetrahedron,
2020
.
Li C., Long P., Wu H., Yin H., Chen F.
Organic and Biomolecular Chemistry,
2019
.
Wu D., Qiu J., Karmaker P.G., Yin H., Chen F.
Journal of Organic Chemistry,
2018
.
Dey A., Hajra A.
Advanced Synthesis and Catalysis,
2018
.
Yang Z., Wang Y., Hu L., Yu J., Li A., Li L., Yang T., Zhou C.
Synthesis,
2019
.
Zhang H., Wei Q., Wei S., Qu J., Wang B.
European Journal of Organic Chemistry,
2016
.
Jiang H., Yu W., Tang X., Li J., Wu W.
Journal of Organic Chemistry,
2017
.
Zhang W., Tang J., Yu W., Huang Q., Fu Y., Kuang G., Pan C., Yu G.
ACS Catalysis,
2018
.
de Oliveira Lima Filho E., Malvestiti I.
ACS Omega,
2020
.
Zhao G., Wang E., Tong R.
ACS Sustainable Chemistry and Engineering,
2021
.
Zhao G., Liang L., Wang E., Tong R.
ACS Catalysis,
2021
.
He C., Ma F., Zhang W., Tong R.
Organic Letters,
2022
.
Muniraj N., Dhineshkumar J., Prabhu K.R.
ChemistrySelect,
2016
.
Gao M., Vuagnat M., Chen M., Pannecoucke X., Jubault P., Besset T.
Chemistry - A European Journal,
2021
.
Sajjadifar S., Mansouri G., Nikseresht A., Kakaei Azani F.
Journal of Sulfur Chemistry,
2018
.
.
Zhao G., Liang L., Wang E., Lou S., Qi R., Tong R.
Green Chemistry,
2021
.
Mete T.B., Khopade T.M., Bhat R.G.
Tetrahedron Letters,
2017
.
Vekariya R.H., Patel H.D.
Synthetic Communications,
2016
.
Iranpoor N., Firouzabadi H., Khalili D., Shahin R.
Tetrahedron Letters,
2010
.
Divyavani C., Padmaja P., Ugale V.G., Reddy P.N.
Current Organic Synthesis,
2020
.
Patil N.B., Chaturbhuj G.U.
Tetrahedron Letters,
2022
.
Abbasi M., Nowrouzi N., Sedaghat H.
Tetrahedron Letters,
2022