A new synthetic route to substituted tetracenes and pentacenes via stereoselective [4+2] cycloadditions of 1,4-dihydro-1,4-epoxynaphthalene and isobenzofuran

作者：Eda Shohei; Eguchi Fumiaki; Haneda Hiroshi; Hamura Toshiyuki^*

来源：Chemical Communications, 2015, 51(27): 5963-5966.

DOI：10.1039/c5cc00077g

Stereoselective [4+2] cycloadditions of 1,4-dihydro-1,4-epoxynaphthalene and isobenzofuran were described. Among several possibilities, syn-exo and/or anti-endo isomers were selectively produced depending on the substitution pattern of the reactants. Importantly, the syn-exo isomer underwent acid promoted aromatization, affording the corresponding tetracene. These findings enabled us to prepare a substituted pentacene with electron withdrawing groups.

• 出版日期2015