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A convenient method for the synthesis of naturally occurring 3,4-dihydroisocoumarins by judicious use of Friedel-Craft acylation, regioselective formylation and oxidative cyclisation reactions is described. O-methylated analogues of montroumarin and thunberginols C and D and have been synthesised using 3,5-dimethoxyphenylacetic acid as a starting material. Furthermore, the starting material 3,5-dimethoxyphenylacetic acid was synthesised by a route involving an oxidative Nef reaction.

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H (300 MHz) and 13 C (75 MHz) NMR spectra for-Pg.No. S1. General experiments and spectral analysis 02 S2. 2-Formyl-1,4-dimethoxynaphthalene (7) 05 S3. 1,4-Dimethoxy-2-((E)-2-nitroprop-1-enyl)naphthalene (8) 06 S4. 1-(1,4-Dimethoxynaphthalen-2-yl)propan-2-one (9) 07 S5. 1-(1,4-Dimethoxynaphthalen-2-yl)propan-2-ol (10) 08 S6. (±) 8-Demethoxyeleutherin (4) 09 S7. (±)8-Demethoxy-isoeleutherin(5): 10 S8. 1,4-Dimethoxy-2-((E)-2-nitrovinyl)naphthalene(11) 11 S9. 1,4-Dimethoxy-2-(2-nitroethyl)naphthalene (12) 12 S10. 2-(1,4-Dimethoxynaphthalen-2-yl)acetic acid (13)

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