N. N. Yusifov, V. M. Ismayilov, N. D. Sadigova, M. N. Kopylovich, K. T. Mahmudov, “A straightforward synthesis of 2(3),6,6-trimethyl- 6,7-dihydrobenzofuran-4(5<i>H</i>)-ones”, Mendeleev Commun., 2013, Volume 23, Issue 5,Pages <nobr>292

This article is cited in 6 papers

Communications

A straightforward synthesis of 2(3),6,6-trimethyl- 6,7-dihydrobenzofuran-4(5H)-ones

N. N. Yusifov^a, V. M. Ismayilov^a, N. D. Sadigova^a, M. N. Kopylovich^b, K. T. Mahmudov^ab

^a Department of Chemistry, Baku State University, Baku, Azerbaijan
^b Departimento de Engenharia Química, Instituto Superior Técnico, Universidade Técnica de Lisboa, Lisboa, Portugal

Abstract: Alkylation of dimedone with 1,2,3-trichloro- or 1,2,3-tribromopropanes in the presence of K₂CO₃ in DMSO follows both O- and C-alkylation pathways giving 3-(2-haloprop-2-enyloxy)-5,5-dimethylcyclohex-2-enone and 2-(2-haloprop-2-enyl)-3-hydroxy-5,5-di- methylcyclohex-2-enone. These compounds on heating afford 3,6,6-trimethyl- and 2,6,6-trimethyl-6,7-dihydrobenzofuran-4(5H)-ones, respectively.

Language: English

DOI: 10.1016/j.mencom.2013.09.019