Diels-Alder Adducts of 6-Heterosubstituted Fulvenes

References

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• The crude hydrolysis product was obtained as a colorless oil (49%), which was not further purified;Λmax (CCl4) 3.70(w), 5.79, 6.14 μml; δ (CDCl3) 3.59 (m, 2 H), 3.79 (s, 6 H), 9.52 (d, J = 0.8 Hz, 0.75 H), 9.63 (d, J = 2.4 Hz, 0.25 H)
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• Cycloadditions of 1 with maleic anhydride, of 2 with acrylonitrile, and of 3 with maleic anhydride and α-chloroacrylonitrile have also been effected. However, no cycloaddition reactions could be achieved with 6-dimethylamino-6-methylthiofulvene (cf. Ref. 3). While this manuscript was in preparation, a report appeared that described the cycloaddition of 3 and α-chloroacrylonitrile and the utilization of the adduct in the synthesis of prostoglandins. 8
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