Process for preparing pyrrolidinones

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

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544242, 5462784, 548204, 548236, 548248, 5482641, 564142, C07D20728

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056706561

ABSTRACT:
A process for the preparation of a compound of general formula II: ##STR1## wherein R.sup.1 is hydrogen, or C.sub.1 -C.sub.10 hydrocarbyl or heterocyclyl having 3 to 8 ring atoms, either of which may optionally be substituted; each R.sup.2, R.sup.3, R.sup.4 and R.sup.5 is independently hydrogen or C.sub.1 -C.sub.4 alkyl; A is an optionally substituted aromatic or heteroaromatic ring system; and R.sup.21 is hydrogen, halogen, OH or OCONHR.sup.1, wherein R.sup.1 is as defined above; the process comprising cyclizing a compound of general formula III: ##STR2## wherein A, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.21 are as defined in general formula II and R.sup.25 is a leaving group such as a halogen atom; under basic conditions.

REFERENCES:
K. Katayama et al., "Synthesis and Antiiinflammatory Activities of 3-(3,5-Di-tert-butyl-4-hydroxybenzylidene)pyrrolidin-ones", J. Med. Chem., (1996), 39(9) 1864-71.
Okawara, Tadashi et al. "Convenient Synthesis of Cyclic Carboxamides from .alpha.,.beta.,.gamma.,.delta. and .epsilon.-halocarboxamides under Phase transfer Conditions." Chem. Pharm. Bull., (1982), 30(4), 1225-33.

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