Journal
CHEMICAL COMMUNICATIONS
Volume 51, Issue 27, Pages 5963-5966Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c5cc00077g
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Funding
- MEXT
- JST, ACT-C
- Grants-in-Aid for Scientific Research [24550067, 15H05840] Funding Source: KAKEN
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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.
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