Substituted furans from butenolides

Details Substituted furans from butenolides Substituted furans from butenolides

1978-12-04

1980-03-25

Raymond, Richard

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2603472, 2603474, 2603475, 2603478, C07D30736, C07D30758

Patent

active

041950267

ABSTRACT:
A method of preparing alkoxy and acyloxy furans from butenolides comprising reacting a butenolide with an alkylating agent in the presence of a base to provide an alkylated or acylated furan ring containing intermediate, which in turn is reacted under metallating conditions with an organic electrophile to provide addition of the electrophile to the gamma position of the furan ring. Under the conditions of the reaction, it has been discovered that the butenolide ring will undergo rearrangement to provide the furan ring, forming the nucleus for synthesis of a wide variety of furan compounds.

REFERENCES:
patent: 3113939 (1963-12-01), Martin

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