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ChemInform Abstract The title compounds (I), (III), (VI) and (VII) are prepared by a novel procedure in improved yields. These compounds are of interest as synthons for the preparation of peri-anellated heterocyclic systems.

1299 peri-N aph thylenediamines 26.* Unexpected formation of naphtho[l,8-c,d]pyran derivatives in the reaction of 1,8-bis(dimethylamino)naphthalene with trifluoroacetic anhydride.The reaction of 1,8-bis(dimethylamino)naphthalene Cproton sponge") with trifluoroacetic anhydride afforded new derivatives of naphtho [l,8-c,dlpyran, viz., trans-(4) and cis-1,3-dihydroxy-6,7-bis(dimethylamino)-1.3-bis(trifluoromet hyl)-I H,3lt-naphtho[ 1,8-c, dlpyran (5) and symmetrical 3.4,10,1 I-tetrakis(dimethytamino)-7,14-bis(trifluoromethyl)-7,14-epoxydinaphtho [1,8-a,b;l',8 '-eJ]cyclooctane (3l, which belongs to a new type of double "proton sponges," along with the expected 1,8-bis(dimethylamino)-4-trifluoroacetylnaphthalene. The structures of compounds 3 and 4 were established by spectral studies and X-ray diffraction analysis.

ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

In the presence of a base the reaction between equimolar quantities of the aldehydes (I) and malonodinitrile (II) affords the dinitriles (III), whereas the unsubstituted aldehyde (V) reacts with two molecules of the dinitrile (II) to yield the heterocyclic derivative (VI) irrespective of the molar ratio of the reactants.