Process for the production of 7-oxabicyclo (2.2.1)hept-5-ene der

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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C07D30700

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045555818

ABSTRACT:
The invention relates to a process for the production of 7-oxabicyclo-(2,2,1)hept-5-ene derivatives by conversion of acrylic acid esters and furanes in the presence of catalytic quantities of a Lewis acid. By use of Lewis acid, the reaction time is greatly reduced with good results in terms of product purity by comparison with known processes. The reaction products are intermediates, e.g. in the production of N-substituted acrylic acid amides.

REFERENCES:
Brion, Tetrahedron Letters, 23(50), pp. 5299-5302, (Dec. 1982).
Dunlop et al., The Furans, pp. 54-59, 63-67, (1953).
Kunstmann et al., J. Am. Chem. Soc., vol. 82, pp. 4115-4119, (1962).
Oullette et al., J. Org. Chem., pp. 4302-4303, (1968), vol. 33(11).
Dauben et al., J. Am. Chem. Soc., vol. 98(7), pp. 1992-1993, (1976).
Moore et al., J. Org. Chem., vol. 48, pp. 1105-1106 (1983).
Nelson et al., J. Heterocyclic Chem., vol. 9(3), pp. 561 and 565, (1972).

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