The preparation and reactions of W-fluorosulfonylfluoroalkyl grignard reagent

Abstract

The metal-halogen exchange of w-fluorosulfonylperfluoroalkyl iodide with EtMgBr gives the corresponding perfluoroalkyl Gringard reagent. The fluorosulfonyl group is not vulnerable to the attack of EtMgBr under exchange reaction conditions. The perfluoroalkyl Grignard does not undergo cyclization during its formation and can react with various carboxylic esters to give w-fluorosulfonylperrfluoroalkyl ketones. Only 1,2-addn. products are obtained on treatment of the title reagent with a,b-unsatd. aldehydes and esters.

Key words: ORGANO FLUORINE COMPOUNDS, IODIDE, ACYL FLUORIDES, PERFLUORO-HYDROCARBON, SULFONIC ACID P, GRIGNARD REAGENT

CLC Number:

O627

Cite this article

CHEN QINGYUN;CHEN JIANGUO. The preparation and reactions of W-fluorosulfonylfluoroalkyl grignard reagent[J]. Chin. J. Org. Chem., 1990, 10(2): 179-183.

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