Reduction of N-acyl,N′-tosylhydrazines with diborane : A simple,convenient procedure for the conversion of the carboxylic to the methyl group |
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Authors: | O. Attanasi L. Caglioti F. Gasparrini D. Misiti |
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Affiliation: | Cattedra Chimica Organica, Facoltà Farmacia, Università di Roma, Italy |
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Abstract: | Aliphatic tosylhydrazides upon treatment with diborane followed by alkaline hydrolysis yield aliphatic hydrocarbons. Aromatic hydrocarbons are produced when aromatic tosylhydrazides undergo heating in presence of diborane and are subsequently oxidated by KIO4. A discussion on the structures of intermediate products is reported. |
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