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Birch Reduction Of Benzenesulfonamide, N,N-Dimethylbenzenesulfonamide, N,N-Diisobutylbenzenesulfonamide, And 2-Mesitylenesulfonamide, Vishnubhai V. Patel

University of the Pacific Theses and Dissertations

It has been previously shown that benzenesulfonamide gives thiophenol and diphenyldisulfide upon Birch reduction. The sulfonamide group is easily reduced. Probably the electron deficient sulfur atom in sulfonamide can accommodate an electron easily.

The present study involved the Birch reduction of benzenesulfonamide, N,N-dimethylbenzenesulfonamide, N,N-diisobutylbenzenesulfonamide and 2-mesitylenesulfonamide.

Birch Reduction Of Cinnamic Acid, John G. Little

University of the Pacific Theses and Dissertations

The use of alkali and alkaline earth metals as reducing agents in liquid ammonia solvent for aromatic and conjugated systems has been investigated by chemists at least since the early 1900's, e.g., Lebau and Picon (1). By subsequent additions of a proton source, the system yielded the first successful partial reduction of a monobenzenoid system, as reported by Wooster and Godfrey (2), in 1937. As a result of that success a patent was issued to Wooster for the process (3). Little additional work was reported until Birch and his co-workers picked up the investigation in the early 1940's. It was …